Potassium Cyanide → HCID 21568392, compound

HRID 1579323Notes

Reaction equation

HRID 1579323 reaction equation
S(=O)(O)[O-].[Na+].[CH3:6][CH:7]1[CH2:12][CH:11]([CH3:13])[CH2:10][C:9](=[O:14])[CH2:8]1.[C-:15]#[N:16].[K+]>O>[OH:14][C:9]1([C:15]#[N:16])[CH2:10][CH:11]([CH3:13])[CH2:12][CH:7]([CH3:6])[CH2:8]1

Participants

5

Reactant 3

HCID 9032Potassium CyanideHCID 1375443,5-DimethylcyclohexanoneHCID 23665763Sodium Bisulfite

Product 1

HCID 21568392HCID 21568392, compoundYield 33.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of 106.8 grams of sodium bisulphite in 130 ml. of water is added dropwise with stirring over 30 minutes to a stirred mixture of 100 grams of 3,5-dimethylcyclohexanone, 67.0 grams of potassium cyanide and 170 ml. of water. The reaction mixture is kept below 40° C. by means of a cold water bath. The reaction mixture is stirred for an additional 2 hours, the organic layer separated and the aqueous layer extracted with 250 ml. of ether three times. The combined organic layer and ether solutions are dried over magnesium sulfate and concentrated at reduced pressure to yield 40.3 grams of 1-hydroxy-3,5-dimethyl-cyclohexanecarbonitrile.

Workup

  1. customThe reaction mixture is kept below 40° C. by means of a cold water bath
  2. customthe organic layer separated
  3. extractionthe aqueous layer extracted with 250 ml
  4. dry with materialThe combined organic layer and ether solutions are dried over magnesium sulfate
  5. concentrationconcentrated at reduced pressure

Sources & evidence

ORD record
ord-edde2eb708024c978bcb8c4b945c6883
Source dataset
uspto-grants-1976_01
Patent number
US03931198

Reaction notes

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