Production Method 1

120-92-3

96-41-3

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Nickel ,  Nickel alloy, base, Ni 76,Fe 24 Solvents: Mesitylene ;  3 h, 3 bar, 150 - 160 °C

Reference

Hydrodeoxygenation and hydrogenolysis of biomass-based materials using FeNi catalysts and magnetic induction

Mustieles Marin, Irene; De Masi, Deborah; Lacroix, Lise-Marie; Fazzini, Pier-Francesco; van Leeuwen, Piet W. N. M.; et al, Green Chemistry, 2021, 23(5), 2025-2036

Production Method 2

120-92-3

96-41-3

Reaction Conditions

1.1 Reagents: Potassium hydroxide Catalysts: 1974333-48-6 Solvents: Isopropanol ;  5 h, 82 °C; 82 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  neutralized, rt

Reference

Synthesis and catalytic evaluation of ruthenium(II) benzhydrazone complex in transfer hydrogenation of ketones

Manikandan, Thimma Sambamoorthy; Saranya, Sundar; Ramesh, Rengan, Tetrahedron Letters, 2016, 57(33), 3764-3769

Production Method 3

120-92-3

96-41-3

Reaction Conditions

1.1 Reagents: Sodium hydroxide Catalysts: Nickel Solvents: Isopropanol ;  2 h, 85 °C

Reference

Use of certain transition metal hyperaccumulator plants for reducing organic compounds in a green manner

, France, , ,

Production Method 4

120-92-3

96-41-3

Reaction Conditions

1.1 Catalysts: Zirconium tetrahydroxide (partially hydrated) Solvents: Isopropanol ;  40 min, 130 °C

Reference

A Mild and Efficient Flow Procedure for the Transfer Hydrogenation of Ketones and Aldehydes using Hydrous Zirconia

Battilocchio, Claudio; Hawkins, Joel M.; Ley, Steven V., Organic Letters, 2013, 15(9), 2278-2281

Production Method 5

120-92-3

96-41-3

Reaction Conditions

1.1 Catalysts: (OC-6-14)-Dichloro[3,3′-(2,6-pyridinediyl-κN)bis[5,6-bis(2-methylpropyl)-1,2,4-t… Solvents: Isopropanol ;  10 min, 82 °C
1.2 Reagents: Potassium hydroxide Solvents: Isopropanol ;  2.5 h, reflux

Reference

Two pseudo-N3 ligands and the catalytic activity of their ruthenium(II) complexes in transfer hydrogenation and hydrogenation of ketones

Yu, Z. K.; Zeng, F. L.; Sun, X. J.; Deng, H. X.; Dong, J. H.; et al, Journal of Organometallic Chemistry, 2007, 692(11), 2306-2313

Production Method 6

120-92-3

96-41-3

Reaction Conditions

1.1 Reagents: Isopropanol ,  Potassium hydroxide Catalysts: Ruthenium(1+), chloro[rel-(1R,4R,5S,7R)-5-(diphenylphosphino-κP)-2,3-dimethyl-7-… ;  0.5 h, 82 °C

Reference

Conformationally rigid diphosphine arene-ruthenium(II) complexes as catalysts for transfer hydrogenation of ketones

Ghebreyessus, Kesete Y.; Nelson, John H., Journal of Organometallic Chemistry, 2003, 669(1-2), 48-56

Production Method 7

120-92-3

96-41-3

Reaction Conditions

1.1 Reagents: Sodium borohydride Catalysts: Tungstate(6-), [μ12-[orthosilicato(4-)-κO:κO:κO:κO′:κO′:κO′:κO′′:κO′′:κO′′:κO′′′… Solvents: Methanol

Reference

Catalysis by heteropoly acids: some new aspects

Joshi, M. V.; Narasimhan, C. S., Journal of Catalysis, 1989, 120(1), 282-6

Production Method 8

96-41-3

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: (OC-6-52)-[4,5-Bis[[bis(1-methylethyl)phosphino-κP]methyl]acridine-κN]carbonylch… Solvents: 1,4-Dioxane ,  Water ;  48 h, 5 bar, 135 °C

Reference

Direct Deamination of Primary Amines by Water To Produce Alcohols

Khusnutdinova, Julia R.; Ben-David, Yehoshoa; Milstein, David, Angewandte Chemie, 2013, 52(24), 6269-6272

Production Method 9

120-92-3

96-41-3

Reaction Conditions

1.1 Catalysts: 2-Pyridinemethanamine ,  Bromopentacarbonylmanganese Solvents: Tetrahydrofuran ;  5 min, rt
1.2 Reagents: Hydrogen Catalysts: Potassium tert-butoxide ;  30 bar, rt; 12 h, 120 °C

Reference

Manganese-catalyzed homogeneous hydrogenation of ketones and conjugate reduction of α,β-unsaturated carboxylic acid derivatives: A chemoselective, robust, and phosphine-free in situ-protocol

Vielhaber, Thomas; Topf, Christoph, Applied Catalysis, 2021, 623,

Production Method 10

96-41-3

930-68-7

959026-72-3

177738-29-3

6243-10-3

4645-15-2

111-29-5

6222-35-1

54812-71-4

540-07-8

108-87-2

504-01-8

28746-99-8

65181-96-6

92789-32-7

17961-10-3

108-93-0

Reaction Conditions

1.1 157 - 158 °C

Reference

Intensification of cyclohexanone purification stage from impurities in caprolactam production using phase transfer catalysis

Martynenko, E. A.; Glazko, I. L.; Levanova, S. V.; Portnova, Yu. V., Russian Journal of Applied Chemistry, 2014, 87(7), 899-903

Production Method 11

120-92-3

96-41-3

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Ruthenium ,  Lanthanum trihydroxide Solvents: Water ;  8 h, 4 MPa, 200 °C

Reference

Integrated catalytic hydroconversion of three crop stalks to valuable oxygenated organic chemicals

Liu, Guang-Hui; Bai, Jin-Jun; Lu, Kun-Lang; Kan, Hui; Zhang, Xiao-Qi; et al, Fuel, 2022, 322,

Production Method 12

96-41-3

Reaction Conditions

1.1 Reagents: Sodium borohydride Solvents: Ethanol ;  5 min, rt
1.2 Reagents: Ammonium chloride Solvents: Water ;  rt

Reference

Reduction of aldehydes and ketones by a stoichiometric amount of NaBH4 using a small amount of MeOH or EtOH

Tanemura, Kiyoshi, Results in Chemistry, 2022, 4,

Production Method 13

96-41-3

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Molybdenum oxide (MoO3) (impregnated onto ruthenium-modified carbon carrier) ,  Ruthenium (impregnated onto carbon carrier and metal oxides) ,  Carbon Solvents: Water ;  4 h, 4 MPa, 140 °C

Reference

Preparation of cyclopentanol by catalytic hydrogenzation of furfural and furfuryl alcohol

, China, , ,

Production Method 14

96-41-3

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Aluminum alloy, nonbase, Al,Cu,Mg Solvents: Water ;  12 h, 2 MPa, 190 °C

Reference

Preparation method of cyclopentanol or cyclopentanone by catalytic conversion of biomass

, China, , ,

Production Method 15

120-92-3

96-41-3

Reaction Conditions

1.1 Reagents: Potassium hydroxide Catalysts: 2173482-17-0 Solvents: Isopropanol ;  7 h, 82 °C

Reference

Cyclometalated Ru(II)-NHC Complexes as Effective Catalysts for Transfer Hydrogenation: Influence of Wingtip Group on Catalytic Outcome

Balamurugan, Gunasekaran; Ramesh, Rengan; Malecki, Jan Grzegorz, ChemistrySelect, 2017, 2(32), 10603-10608

Production Method 16

120-92-3

96-41-3

Reaction Conditions

1.1 Reagents: Sodium hydroxide Catalysts: 1653995-58-4 Solvents: Isopropanol ;  5 min, reflux

Reference

The application of tunable tridendate P-based ligands for the Ru(II)-catalysed transfer hydrogenation of various ketones

Meric, Nermin; Durap, Feyyaz; Aydemir, Murat; Baysal, Akn, Applied Organometallic Chemistry, 2014, 28(11), 803-808

Production Method 17

120-92-3

96-41-3

Reaction Conditions

1.1 Reagents: Potassium formate Catalysts: Ruthenium ,  Aluminum hydroxide oxide Solvents: Dimethylformamide ,  Water ;  18 h, 100 °C

Reference

Highly efficient transfer hydrogenation of aldehydes and ketones using potassium formate over AlO(OH)-entrapped ruthenium catalysts

Gao, Yanxiu; Jaenicke, Stephan; Chuah, Gaik-Khuan, Applied Catalysis, 2014, 484, 51-58

Production Method 18

120-92-3

96-41-3

Reaction Conditions

1.1 Reagents: Zinc, (1-methylpyrrolidine)bis[tetrahydroborato(1-)-κH,κH′]- Solvents: Tetrahydrofuran ;  rt; 25 min, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  rt; 10 min, rt

Reference

N-Methylpyrrolidine-zinc borohydride: a new stable and efficient reducing agent in organic synthesis

Tajbakhsh, M.; Lakouraj, M. M.; Mohanazadeh, F.; Ahmadi-Nejhad, A., Synthetic Communications, 2003, 33(2), 229-236

Production Method 19

2883-45-6

96-41-3

Reaction Conditions

1.1 Catalysts: Grubbs second generation catalyst Solvents: 1,2-Dichloroethane
1.2 Reagents: Hydrogen

Reference

Tandem Catalysis: The Sequential Mediation of Olefin Metathesis, Hydrogenation, and Hydrogen Transfer with Single-Component Ru Complexes

Louie, Janis; Bielawski, Christopher W.; Grubbs, Robert H., Journal of the American Chemical Society, 2001, 123(45), 11312-11313

Production Method 20

96-41-3

Reaction Conditions

1.1 Reagents: Copper sulfate ,  Borohydride (resin-bound) Solvents: Methanol

Reference

Selective reduction of α,β-unsaturated ketones with borohydride exchange resin-CuSO4 in methanol

Yoon, Nung Min; Sim, Tae Bo, Bulletin of the Korean Chemical Society, 1993, 14(6), 749-52

Production Method 21

120-92-3

96-41-3

825-25-2

Reaction Conditions

1.1 Reagents: 2-Pentanol Catalysts: Magnesium oxide Solvents: 2-Pentanol ;  6 h, reflux

Reference

Catalytic transfer hydrogenation of cycloalkanones on MgO. Vapour and liquid phase modes of reaction

Glinski, M., Polish Journal of Chemistry, 2009, 83(2), 187-194

Production Method 22

120-92-3

96-41-3

825-25-2

Reaction Conditions

1.1 Reagents: 2-Pentanol Catalysts: Dichloromethane ,  Magnesium oxide Solvents: 2-Pentanol ;  3 h, 392 K

Reference

Catalytic hydrogen transfer over magnesia. XXI. Liquid phase reduction of cyclopentanone over CH4-nCln/MgO (n = 1-4) catalysts

Glinski, M.; et al, Polish Journal of Chemistry, 2008, 82(5), 1117-1119

Cyclopentanol Raw materials

• 1,6-Heptadien-4-ol
• Cyclopentanone

Cyclopentanol Preparation Products

• cyclohex-2-en-1-one (930-68-7)
• Cyclopentanol (96-41-3)
• Pentyl cyclopentanecarboxylate (959026-72-3)
• 1-Butyl 6-hexyl hexanedioate (177738-29-3)
• Cyclohexyl hexanoate (6243-10-3)
• Cyclohexane,1,1'-oxybis- (4645-15-2)
• pentane-1,5-diol (111-29-5)
• Cyclohexyl Propionate (6222-35-1)
• Pentanedioic acid, monocyclohexyl ester (54812-71-4)
• 2-cyclopentylidenecyclopentanone (825-25-2)
• amyl caproate (540-07-8)
• Methylcyclohexane (108-87-2)
• 1,3-Cyclohexanediol (504-01-8)
• 1'-Hydroxy-[1,1'-bi(cyclohexan)]-2-one (28746-99-8)
• 2-(cyclohex-1-en-1-yl)cyclohexan-1-ol (65181-96-6)
• [1,1′-Bicyclohexyl]-1,2-diol (92789-32-7)
• 6-oxo-6-(pentyloxy)hexanoic acid (17961-10-3)
• Cyclohexanol (108-93-0)

• 1. An intermolecular C–C coupling reaction of iridium complexes?
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• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Cyclopentanols
• Solvents and Organic Chemicals Organic Compounds Alcohol/Ether

• 54808-52-5(cyclopentanol (1-13c))
• 130739-38-7(Cyclopentanol, potassium salt (1:1))
• 4065-92-3(cyclopentane-1,2-diol)
• 63261-45-0((1S,2S)-cyclopentane-1,2-diol)
• 5057-99-8(trans-cyclopentane-1,2-diol)
• 59719-74-3(cyclopentane-1,3-diol)
• 16326-97-9(cis-Cyclopentane-1,3-diol)
• 86703-52-8((+/-)-TRANS-1,2-CYCLOPENTANEDIOL)
• 5057-98-7(cis-1,2-Dihydroxycyclopentane)
• 930-46-1((1R,2R)-trans-1,2-Cyclopentanediol)