Benzyl Alcohol → HCID 11065077, compound

HRID 846405Notes

Reaction equation

HRID 846405 reaction equation
[CH2:1]([O:3][C:4](=[O:14])[CH2:5][C:6]1([C:12]#[N:13])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)[CH3:2].C(O)[C:16]1[CH:21]=[CH:20]C=[CH:18][CH:17]=1>C1(C)C=CC=CC=1.[C-]#N.[K+]>[CH2:1]([O:3][C:4](=[O:14])[CH2:5][C:6]1([C:12]#[N:13])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)[C:2]1[CH:20]=[CH:21][CH:16]=[CH:17][CH:18]=1

Participants

5

Reactant 2

HCID 244Benzyl AlcoholHCID 10965422ETHYL (1-CYANOCYCLOHEXYL)ACETATE

Product 1

HCID 11065077HCID 11065077, compoundYield 68%

Reagents, catalysts & solvents 2

HCID 9032Potassium CyanideCatalystHCID 1140TolueneSolvent

Procedure

401 mg (2 mmol) of (1-cyanocyclohexyl)acetic acid ethyl ester, 1.09 g (10 mmol) of benzyl alcohol and 6 mg (0.1 mmol) of potassium cyanide were refluxed for 24 hours in 5 ml of toluene. Then the solution was washed with 25 ml of water, freed of solvent and distilled in high vacuum. 350 mg of (1-cyanocyclohexyl)acetic acid benzyl ester was obtained, corresponding to a yield of 68 percent (relative to the (1-cyanocyclohexyl)acetic acid ethyl ester used). Data for the product was:

Workup

  1. washThen the solution was washed with 25 ml of water
  2. distillationdistilled in high vacuum

Sources & evidence

ORD record
ord-2e4a9572aef042c19cacda5f5c30b04d
Source dataset
uspto-grants-1992_08
Patent number
US05136091

Reaction notes

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