Production Method 1

4832-17-1

825-51-4

Reaction Conditions

1.1 Catalysts: Ytterbium triflate Solvents: Isopropanol ;  overnight, reflux
1.2 Solvents: Chloroform ;  5 h, 4 °C

Reference

Ytterbium triflate catalysed Meerwein-Ponndorf-Verley (MPV) reduction

Mollica, Adriano; et al, Tetrahedron Letters, 2012, 53(7), 890-892

Production Method 2

135-19-3

825-51-4

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Ruthenium Solvents: Isopropanol ;  11 MPa, 175 °C

Reference

Synthesis and characterization of new aromatic polyesters containing cardo decahydronaphthalene groups

Honkhambe, Pandurang N.; et al, European Polymer Journal, 2010, 46(4), 709-718

Production Method 3

135-19-3

825-51-4

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Platinum Solvents: Diethyl ether

Reference

High pressure hydrogenation with Adams catalyst

Baker, Robert H.; et al, Journal of the American Chemical Society, 1947, 69, 1250-2

Production Method 4

1196-55-0

825-51-4

Reaction Conditions

1.1 Reagents: Sodium borohydride Catalysts: Pyridine

Reference

Borohydride reduction of Δ1,9-2-octalone: cation influence and amine addition effects

D'Incan, E.; et al, Tetrahedron Letters, 1981, 22(10), 941-4

Production Method 5

530-91-6

825-51-4

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Ruthenium Solvents: Methanol ;  rt → 170 °C; 3 h, 14 MPa, 170 °C

Reference

Hydrogenation of hydroxy-substituted naphthalenes using Ru and Ni catalysts to desired decalols and decalindiols

Paterova, Iva; et al, Reaction Kinetics, 2019, 126(2), 829-839

Production Method 6

1773-40-6

825-51-4

Reaction Conditions

1.1 Reagents: Sulfuric acid Solvents: Acetic acid
2.1 -

Reference

Fused carbon rings. XII. A simple synthesis of derivatives of decalin from cyclohexanone and observations on cyclohexanespirobutyrolactone and allied compounds

Linstead, R. P.; et al, Journal of the Chemical Society, 1937, 1136, 1136-40

Production Method 7

135-19-3

825-51-4

530-91-6

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Rhodium ,  Graphite Solvents: Methanol ;  20 - 60 h, 1 atm, rt

Reference

Rhodium/graphite-catalyzed hydrogenation of carbocyclic and heterocyclic aromatic compounds

Falini, Giuseppe; et al, Synthesis, 2009, (14), 2440-2446

Production Method 8

493-02-7

825-51-4

21370-71-8

16021-08-2

529-32-8

55693-34-0

Reaction Conditions

1.1 Reagents: Trifluoroacetic acid ,  2,2′-Bipyridine ,  Oxygen Catalysts: Hexakis[μ-(acetato-κO:κO′)]-μ3-oxotris(pyridine)triiron Solvents: Pyridine

Reference

Selective oxidation of saturated hydrocarbons using an electrochemical modification of the Gif system

Balavoine, Gilbert; et al, Tetrahedron Letters, 1986, 27(25), 2849-52

Production Method 9

4832-17-1

825-51-4

Reaction Conditions

1.1 Reagents: Montmorillonite ((Al1.33-1.67Mg0.33-0.67)(Ca0-1Na0-1)0.33Si4(OH)2O10.xH2O) Catalysts: Potassium hydroxide Solvents: Isopropanol

Reference

Hydrogen transfer reduction of ketones catalyzed by Fluka K-10 montmorillonite

Dolmazon, David; et al, Journal of Molecular Catalysis A: Chemical, 1998, 136(2), 147-151

Production Method 10

4832-17-1

825-51-4

Reaction Conditions

1.1 Reagents: Sodium borohydride

Reference

Sand-supported organic reactions: sodium borohydride reduction of carbonyl compounds

Bram, Georges; et al, Journal of the Chemical Society, 1981, (20), 1066-7

Production Method 11

135-19-3

825-51-4

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Rhodium Solvents: Isopropanol ;  10 h, 5 atm, 60 °C

Reference

Efficient and Practical Arene Hydrogenation by Heterogeneous Catalysts under Mild Conditions

Maegawa, Tomohiro; et al, Chemistry - A European Journal, 2009, 15(28), 6953-6963

Production Method 12

10519-11-6

825-51-4

Reaction Conditions

Reference

Fused carbon rings. XII. A simple synthesis of derivatives of decalin from cyclohexanone and observations on cyclohexanespirobutyrolactone and allied compounds

Linstead, R. P.; et al, Journal of the Chemical Society, 1937, 1136, 1136-40

Production Method 13

5162-44-7

825-51-4

Reaction Conditions

1.1 Solvents: Diethyl ether
2.1 Reagents: Sulfuric acid Solvents: Acetic acid
3.1 -

Reference

Fused carbon rings. XII. A simple synthesis of derivatives of decalin from cyclohexanone and observations on cyclohexanespirobutyrolactone and allied compounds

Linstead, R. P.; et al, Journal of the Chemical Society, 1937, 1136, 1136-40

Production Method 14

135-19-3

825-51-4

530-91-6

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: dl-Tartaric acid ,  Hydroxylapatite (Ca5(OH)(PO4)3) ,  Nickel Solvents: Hexane ;  10 bar, rt → 150 °C; 10 h, 150 °C

Reference

Tartaric Acid-Assisted Synthesis of Well-Dispersed Ni Nanoparticles Supported on Hydroxyapatite for Efficient Phenol Hydrogenation

Zhu, Longfei; et al, ACS Sustainable Chemistry & Engineering, 2022, 10(32), 10526-10536

Production Method 15

493-02-7

825-51-4

16021-08-2

4832-16-0

Reaction Conditions

1.1 Reagents: Hydrogen peroxide Catalysts: Iron (thymine-1-acetic acid complex) Solvents: Acetonitrile ;  10 h, 60 °C

Reference

From DNA to catalysis: a thymine-acetate ligated non-heme iron(III) catalyst for oxidative activation of aliphatic C-H bonds

Al-hunaiti, Afnan; et al, Chemical Communications (Cambridge, 2016, 52(10), 2043-2046

Production Method 16

613-80-9

825-51-4

119-64-2

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Cobalt (suppoted with N-doped carbon material) Solvents: Hexane ;  20 bar, rt; rt → 200 °C; 5 h, 200 °C

Reference

Selective hydrogenolysis of lignin-derived aryl ethers over Co/C@N catalysts

Song, Qing-Lu; et al, Renewable Energy, 2020, 148, 729-738

Production Method 17

135-19-3

825-51-4

530-91-6

119-64-2

530-93-8

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Ruthenium Solvents: Methanol ;  rt → 170 °C; 60 min, 14 MPa, 170 °C

Reference

Hydrogenation of hydroxy-substituted naphthalenes using Ru and Ni catalysts to desired decalols and decalindiols

Paterova, Iva; et al, Reaction Kinetics, 2019, 126(2), 829-839

Production Method 18

825-51-4

3574-58-1

4832-17-1

4832-16-0

1654-87-1

529-32-8

Reaction Conditions

1.1 Reagents: Oxygen Catalysts: Carbon Solvents: Acetone ;  2 h, 3 MPa, 150 °C

Reference

Continuous Homogeneous Catalytic Oxidation of C-H Bonds by Metal-Free Carbon Dots with a Poly(ascorbic acid) Structure

Wang, Xiao; et al, ACS Applied Materials & Interfaces, 2022, 14(23), 26682-26689

decahydronaphthalen-2-ol Raw materials

• 4-bromobut-1-ene
• 2,2'-Dinaphthyl Ether
• 2(3H)-Naphthalenone,4,4a,5,6,7,8-hexahydro-
• 1,2,3,4-Tetrahydronaphthalen-2-ol
• trans-Decahydronaphthalene
• Cyclohexanol, 1-(3-buten-1-yl)-
• 3,4,4a,5,6,7,8,8a-octahydro-1h-naphthalen-2-one
• 2-Naphthalenol,decahydro-, 2-acetate
• naphthalen-2-ol

decahydronaphthalen-2-ol Preparation Products

• decahydronaphthalen-2-ol (825-51-4)
• trans-1-Decalone (21370-71-8)
• 4a(2H)-Naphthalenol,octahydro-, cis- (3574-58-1)
• 1,2,3,4-Tetrahydronaphthalen-2-ol (530-91-6)
• 3,4,4a,5,6,7,8,8a-octahydro-1h-naphthalen-2-one (4832-17-1)
• 1,2,3,4-Tetrahydronaphthalene (119-64-2)
• 2(1H)-Naphthalenone,octahydro-, (4aR,8aR)-rel- (16021-08-2)
• 1,2,3,4-tetrahydronaphthalen-2-one (530-93-8)
• octahydronaphthalen-1(2H)-one (4832-16-0)
• 4a(2H)-Naphthalenol,octahydro-, trans- (1654-87-1)
• decahydronaphthalen-1-ol (529-32-8)
• 4a(2H)-Naphthalenol,octahydro- (55693-34-0)

• 1. Enantio- & chemo-selective preparation of enantiomerically enriched aliphatic nitro alcohols using Candida parapsilosis ATCC 7330
  Sowmyalakshmi Venkataraman RSC Adv., 2015,5, 73807-73813
• 2. Emerging enantiomeric resolution materials with homochiral nano-fabrications
  Ji-Ping Wei Nanoscale, 2015,7, 11815-11832
• 3. Fast-pulsing NMR techniques for the detection of weak interactions: successful natural abundance probe of hydrogen bonds in peptides?
  Amandine Altmayer-Henzien,Valérie Declerck,David J. Aitken,Ewen Lescop,Denis Merlet,Jonathan Farjon Org. Biomol. Chem., 2013,11, 7611-7615
• 4. Dissociative dynamics of O2 on Ag(110)?
  Ivor Lon?ari? Phys. Chem. Chem. Phys., 2015,17, 9436-9445
• 5. Fate of Sb(v) and Sb(iii) species along a gradient of pH and oxygen concentration in the Carnoulès mine waters (Southern France)
  Eléonore Resongles,Corinne Casiot,Fran?oise Elbaz-Poulichet,Rémi Freydier,Odile Bruneel,Christine Piot,Sophie Delpoux,Aurélie Volant,Angélique Desoeuvre Environ. Sci.: Processes Impacts, 2013,15, 1536-1544

• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Cyclic alcohols and derivatives
• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Alcohols and polyols Cyclic alcohols and derivatives
• Solvents and Organic Chemicals Organic Compounds Alcohol/Ether

• 2216-51-5(L(-)-Menthol)
• 700-57-2(2-Adamantanol)
• 932-01-4(4,4-dimethylcyclohexan-1-ol)
• 80-04-6(4,4'-(Propane-2,2-diyl)dicyclohexanol)
• 768-95-6(1-Adamantanol)
• 4534-74-1(trans-4-Ethylcyclohexanol)
• 589-91-3(4-methylcyclohexan-1-ol)
• 98-52-2(4-tert-butylcyclohexan-1-ol)
• 116-02-9(3,3,5-Trimethylcyclohexanol)
• 1940-18-7(1-Ethylcyclohexanol)