Production Method 1

931-97-5

Reaction Conditions

1.1 Catalysts: Titanium isopropoxide ,  Hexahydro-3-[[(2-hydroxy-1-naphthalenyl)methylene]amino]-2H-azepin-2-one Solvents: Dichloromethane

Reference

A novel rate enhancement in titanium and zirconium alkoxide mediated cyano group transfers by the addition of a salicylal type Schiff base, dl-3-[[(2-hydroxy-1-naphthyl)methylene]amino]-ε-caprolactam. A neighboring amide effect

Mori, Atsunori; Inoue, Shohei, Chemistry Letters, 1991, (1), 145-8

Production Method 2

931-97-5

Reaction Conditions

1.1 Reagents: Carbon dioxide Solvents: Ethanol ;  18 h, 1 atm, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  rt

Reference

CO2-Enabled Cyanohydrin Synthesis and Facile Iterative Homologation Reactions

Juhl, Martin ; Petersen, Allan R. ; Lee, Ji-Woong, Chemistry - A European Journal, 2021, 27(1), 228-232

Production Method 3

24731-36-0

931-97-5

Reaction Conditions

1.1 Reagents: Hydrochloric acid

Reference

Conversion of ketones to cyanohydrins: benzophenone cyanohydrin

Gassman, Paul G.; Talley, John J., Organic Syntheses, 1981, 60, 14-18

Production Method 4

7677-24-9

931-97-5

Reaction Conditions

1.1 Catalysts: Bismuth bromide Solvents: Dichloromethane
1.2 Reagents: Hydrochloric acid Solvents: Acetonitrile ,  Water

Reference

Bismuth bromide as an efficient and versatile catalyst for the cyanation and allylation of carbonyl compounds and acetals with organosilicon reagents

Komatsu, Naoki; Uda, Masato; Suzuki, Hitomi; Takahashi, Toshikazu; Domae, Terutomo; et al, Tetrahedron Letters, 1997, 38(41), 7215-7218

Production Method 5

931-97-5

Reaction Conditions

1.1 Reagents: Sulfuric acid Solvents: Water ;  3 h, 5 - 10 °C; 30 min, 5 - 10 °C

Reference

Method for manufacture of spirodiclofen with cyclohexanone

, China, , ,

Production Method 6

931-97-5

Reaction Conditions

1.1 Catalysts: 2-Propanol, lanthanum(3+) salt Solvents: Tetrahydrofuran ;  15 - 24 h, rt

Reference

Preparation of 2-(spiro-piperidin-1-yl)oxazolones as modulators of vasopressin V1a receptors

, World Intellectual Property Organization, , ,

Production Method 7

931-97-5

Reaction Conditions

1.1 Catalysts: Hydroxymandelonitrile lyase Solvents: Water ;  pH 4.5, rt

Reference

Asymmetric synthesis of both the enantiomers of antidepressant venlafaxine and its analogues

Bhuniya, Rajib; Nanda, Samik, Tetrahedron Letters, 2012, 53(15), 1990-1992

Production Method 8

931-97-5

Reaction Conditions

1.1 Catalysts: Diethylamine Solvents: Ethyl acetate ;  7 min, rt
1.2 10 °C; 0.5 h, 10 °C
1.3 Reagents: Hydrochloric acid Solvents: Water ;  pH 0.5

Reference

Preparation method of cyclohexanone cyanohydrin with high yield and high purity

, China, , ,

Production Method 9

931-97-5

Reaction Conditions

1.1 Reagents: Carbon dioxide Solvents: Ethanol ;  18 h, 1 atm, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  rt

Reference

CO2-enabled cyanohydrin synthesis and facile homologation reactions

Juhl, Martin; Petersen, Allan R.; Lee, Ji-Woong, ChemRxiv, 2020, 1, 1-7

Production Method 10

931-97-5

Reaction Conditions

1.1 Catalysts: 2-Propanol, ytterbium(3+) salt Solvents: Tetrahydrofuran

Reference

Lanthanoid(III) alkoxides as novel catalysts for a rapid transhydrocyanation from acetone cyanohydrin to aldehydes and ketones

Ohno, Hiroshi; Mori, Atsunori; Inoue, Shohei, Chemistry Letters, 1993, 2, 375-8

Production Method 11

931-97-5

Reaction Conditions

1.1 Reagents: Sodium bisulfite Solvents: Water ;  45 min, rt; rt → 50 °C; 50 °C → 15 °C
1.2 Solvents: Water ;  30 min, 15 °C; 1 h, 15 °C → 30 °C

Reference

Novel 4H-1,2,4-triazol-3-yl cycloalkanols as potent antitubercular agents

Desai, Nutan H. Palsule; Bairwa, Ranjeet; Kakwani, Manoj; Tawari, Nilesh; Ray, M. K.; et al, Medicinal Chemistry Research, 2013, 22(1), 401-408

Production Method 12

7677-24-9

931-97-5

Reaction Conditions

1.1 Solvents: Dimethylformamide ,  Water ;  rt; 15 min, rt

Reference

A single-step, mild, neutral, catalyst-free method for cyanohydrin synthesis

Degani, Mariam S.; Kakwani, Manoj D.; Palsule Desai, Nutan H.; Bairwa, Ranjeet, Monatshefte fuer Chemie, 2012, 143(3), 461-465

Production Method 13

32379-37-6

931-97-5

Reaction Conditions

1.1 Reagents: Titanium isopropoxide Solvents: Tetrahydrofuran
1.2 Reagents: Hydrochloric acid Solvents: Water

Reference

A convenient and efficient procedure for selective deprotection of acetates by titanium(IV) isopropoxide

Ranu, Brindaban C.; Guchhait, Sankar K.; Saha, Manika, Journal of the Indian Chemical Society, 1999, 76(11-12), 547-549

Production Method 14

931-97-5

Reaction Conditions

1.1 Reagents: Sodium bisulfite Solvents: Water ;  2 h, rt
1.2 24 h, rt

Reference

Preparation of 4-(arylethynyl)benzamide derivative as dual regulator for mGluR5 and 5-HT2A receptors

, World Intellectual Property Organization, , ,

Production Method 15

931-97-5

Reaction Conditions

1.1 Reagents: Sulfuric acid Solvents: Water ;  3 h, 10 - 15 °C; 30 min, 10 - 15 °C

Reference

Synthesis of spirodiclofen

Lu, Yifu; Xu, Xuhui; Sun, Nan; Zhao, Jinhao, Jingxi Huagong Zhongjianti, 2009, 39(2), 19-21

Production Method 16

931-97-5

Reaction Conditions

1.1 Reagents: Sulfuric acid Solvents: Water ;  30 min, cooled; 20 min, cooled

Reference

Synthesis, spectral, and structural characteristics of cyanohydrines derived from aliphatic cyclic ketones

Hosten, E. C.; Betz, R., Russian Journal of General Chemistry, 2014, 84(11), 2222-2227

Production Method 17

7677-24-9

931-97-5

Reaction Conditions

1.1 Solvents: Dimethyl sulfoxide ,  Water ;  20 °C; 0.5 h, 20 °C
1.2 Solvents: Water ;  10 min, cooled

Reference

Boron containing pyrazole compounds, compositions comprising them, methods and uses thereof

, World Intellectual Property Organization, , ,

Production Method 18

5804-85-3

931-97-5

Reaction Conditions

1.1 Solvents: Tetrahydrofuran ;  10 h, 15 - 25 °C
1.2 Reagents: Water ;  -10 °C

Reference

Continuous reaction apparatus and the continuous synthesis method using the same

, Japan, , ,

Production Method 19

931-97-5

Reaction Conditions

1.1 Reagents: Sulfuric acid ,  Sodium pyrosulfite Solvents: Water ;  30 min, cooled; 12 h, rt

Reference

Preparation and reactions of optically active cyanohydrins derived from 4-chlorobenzaldehyde, cyclohexanone and 2-methylcyclohexanone using the (R)-hydroxynitrile lyase from Prunus amygdalus

Yosef, H. A. A.; Elmasry, A. M.; Ismael, Eman H. I.; Mahran, M. R. H., Egyptian Journal of Chemistry, 2010, 53(5), 745-775

Production Method 20

7677-24-9

931-97-5

Reaction Conditions

1.1 Catalysts: Iron oxide (Fe3O4) Solvents: Urea ,  Choline chloride ;  140 min, 60 °C

Reference

A magnetic nanoparticle catalyzed eco-friendly synthesis of cyanohydrins in a deep eutectic solvent

Azizi, Najmedin; Rahimi, Zahra; Alipour, Masoumeh, RSC Advances, 2015, 5(75), 61191-61198

cyclohexanone cyanohydrin Raw materials

• Aluminum, (cyano-kC)diethyl-
• cyclohexanecarbonitrile, 1-hydroxy-, acetate
• Cyclohexanecarbonitrile, 1-[(trimethylsilyl)oxy]-
• trimethylsilanecarbonitrile

cyclohexanone cyanohydrin Preparation Products

• cyclohexanone cyanohydrin (931-97-5)

• 1. Fe3O4@PANI: a magnetic polyaniline nanomaterial for highly efficient and handy enrichment of intact N-glycopeptides??
  Zhizhen Lai,Mo Zhang,Jinyu Zhou,Tianjing Chen,Dan Li,Xuejing Shen,Jia Liu,Jiang Zhou,Zhili Li Analyst, 2021,146, 4261-4267
• 2. Distribution and patterns of use of food additives in foods and beverages available in Brazilian supermarkets?
  Vanessa dos Santos Pereira Montera,Camila Aparecida Borges Food Funct., 2021,12, 7699-7708
• 3. Fate of nitrogen-15 in the subsequent growing season of greenhouse tomato plants (Lycopersicon esculentum Mill) as influenced by alternate partial root-zone irrigation
  Maomao Hou,Fenglin Zhong,Qiu Jin,Enjiang Liu,Jie Feng,Tengyun Wang,Yue Gao RSC Adv., 2017,7, 34392-34400
• 4. Distribution characteristics of nitrogen and the related microbial community in the surface sediments of the Songhua River?
  Congyu Li,Wenfu Wang,Haiyan Wang,Guokai Yan,Weiyang Dong,Zhaosheng Chu,Huan Wang,Yang Chang RSC Adv., 2021,11, 26721-26731
• 5. Evidence that the availability of an allylic hydrogen governs the regioselectivity of the Wacker oxidation
  Matthew J. Gaunt,Jinquan Yu,Jonathan B. Spencer Chem. Commun., 2001, 1844-1845

• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Secondary alcohols
• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Alcohols and polyols Secondary alcohols

• 933-35-7(1-Hydroxy-2-methylcyclohexane-1-carbonitrile)
• 933-45-9(Cyclohexanecarbonitrile, 1-hydroxy-4-methyl-)
• 251324-79-5(Cyclohexanecarbonitrile,1-hydroxy-4-(1-methylethyl)-, trans-)
• 108168-71-4(Cyclohexanecarbonitrile,1-hydroxy-2-(1-methylethyl)-, cis- (9CI))
• 26852-67-5(Cyclohexanecarbonitrile, 4-(1,1-dimethylethyl)-1-hydroxy-, trans-)
• 26634-51-5(Cyclohexanecarbonitrile, 4-(1,1-dimethylethyl)-1-hydroxy-, cis-)
• 941-44-6(Cyclohexanecarbonitrile, 4-(1,1-dimethylethyl)-1-hydroxy-)
• 251324-84-2(Cyclohexanecarbonitrile,1-hydroxy-4-(1-methylethyl)-, cis-)
• 108168-70-3(Cyclohexanecarbonitrile,1-hydroxy-2-(1-methylethyl)-, (1R,2S)-rel-)
• 100400-22-4(Cyclohexanecarbonitrile, 1-hydroxy-5-methyl-2-(1-methylethyl)-)