Potassium Hydroxide → HCID 14534582, compound

HRID 1886558Notes

Reaction equation

HRID 1886558 reaction equation
C([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[C:7]=1[Cl:18])(=O)C.[OH-].[K+]>C(O)C>[Cl:18][C:7]1[C:8]([CH:12]2[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]2)=[CH:9][CH:10]=[CH:11][C:6]=1[CH2:5][OH:4]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 14534581HCID 14534581, compound

Product 1

HCID 14534582HCID 14534582, compoundYield 78.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

26.4 g (99 millimoles) of 2-chloro-3-cyclohexylbenzyl acetate are added dropwise to a mixture of 150 ml of ethanol and 8.4 g (150 millimoles) of potassium hydroxide. After 6 hours at 50° C., the mixture is evaporated down under reduced pressure, water is added to the residue and the mixture is extracted with dichloromethane. After the organic phase has been worked up by a conventional method, it is subjected to fractional distillation under reduced pressure. 17.4 g (78%) of 2-chloro-3-cyclohexylbenzyl alcohol of boiling point 133°-135° C./0.5 mbar and nD20 =1.5593 are obtained.

Workup

  1. customthe mixture is evaporated down under reduced pressure, water
  2. additionis added to the residue
  3. extractionthe mixture is extracted with dichloromethane
  4. distillationis subjected to fractional distillation under reduced pressure

Sources & evidence

ORD record
ord-a94e1aa918524814af8608be0e594677
Source dataset
uspto-grants-1992_09
Patent number
US05151548

Reaction notes

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