91767-28-1

Basic information

• Product Name: 1-(2-chlorophenyl)-cyclohexane-1-ol
• Synonyms: 1-(2-chlorophenyl)-cyclohexane-1-ol
• CAS NO: 91767-28-1
• Molecular Weight: 210.704
• Mol File: 91767-28-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1-(2-chlorophenyl)-cyclohexane-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-chlorophenyl)-cyclohexane-1-ol(91767-28-1)
• EPA Substance Registry System: 1-(2-chlorophenyl)-cyclohexane-1-ol(91767-28-1)

Safety Data

• Hazardous Substances Data: 91767-28-1(Hazardous Substances Data)

Upstream product

• 36692-27-0 2-chlorophenylmagnesium bromide 
• 108-94-1 cyclohexanone 
• 694-80-4 2-bromo-1-chlorobenzene 

Downstream Products

• 83777-65-5 (S)-Norketamine 
• 17465-36-0 2'-chloro-2,3,4,5-tetrahydro-1,1'-biphenyl 
• 120199-64-6 2-Hydroxy-Norketamine 
• 103904-69-4 2-(o-chlorophenyl)-2-<(methoxycarbonyl)amino>cyclohexanone 
• 94328-74-2 {2-[1-(2-Chloro-phenyl)-cyclohexyloxy]-ethyl}-dimethyl-amine 
• 99002-92-3 <1-(2-Chlor-phenyl)-cyclohexyl>-<2-diethylamino-ethyl>-ether 

Relevant articles and documents

Electrophotochemical Ring-Opening Bromination oftert-Cycloalkanols

An electrophotochemical ring-opening bromination of unstrainedtert-cycloalkanols has been developed. This electrophotochemical method enables the oxidative transformation of cycloalkanols with 5- to 7-membered rings into synthetically useful ω-bromoketones without the use of chemical oxidants or transition-metal catalysts. Alkoxy radical species would be key intermediates in the present transformation, which generate through homolysis of the O-Br bond in hypobromite intermediates under visible light irradiation.

Novel enantioselective synthesis of (S)-ketamine using chiral auxiliary and precursor Mannich base

Ketamine has been extensively used as an anesthetic drug. Chiral auxiliaries such as tert-butanesulfinamide (TBSA) can be used for the asymmetric synthesis of (S)-ketamine. Condensation of TBSA with ketones provides tert-butanesulfinylimines in consistently high yields. The tert-butanesulfinyl group actuates the imine for nucleophilic addition, is a potent chiral directing group, and after nucleophilic addition is easily dissociated by intervention with acid solution. To prepare 2-(N-piperidinomethyl)-1-phenylcyclohexylamine (1), we started with the cyclohexanone and using Mannich reaction achieved an aminoketone. Then, we made the sulfiniylamin (2) by the condensation of TBSA with aminoketone. By using salts such as Ti(OEt)4, we obtained N-tert-butanesulfinylketimine in 85% yield. Next, we provided a new chiral center (3) using Grignard reagent as nucleophile at -78 °C (80% yield). Finally, after many steps, the (S)-ketamine synthesized under ozonolysis conditions, with good yield and enantioselectivity (75% yield and 75% ee).

New therapeutically active basic ethers. 1. 1-Arylcycloalkanol derivatives.

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