Acetone Cyanohydrin → 4-Piperidinecarbonitrile, 4-hydroxy-2,2,6,6-tetramethyl-

HRID 544480Notes

Reaction equation

HRID 544480 reaction equation
[CH3:1][C:2]1([CH3:11])[CH2:7][C:6](=[O:8])[CH2:5][C:4]([CH3:10])([CH3:9])[NH:3]1.CC(C)(O)[C:14]#[N:15]>>[CH3:1][C:2]1([CH3:11])[CH2:7][C:6]([OH:8])([C:14]#[N:15])[CH2:5][C:4]([CH3:10])([CH3:9])[NH:3]1

Participants

3

Reactant 2

HCID 6406Acetone CyanohydrinHCID 132202,2,6,6-Tetramethyl-4-piperidone

Product 1

HCID 908744-Piperidinecarbonitrile, 4-hydroxy-2,2,6,6-tetramethyl-

Procedure

A solution of 97 g 2,2,6,6-tetramethyl-4-piperidone and 67 g of acetone cyanohydrin were stirred at room temperature for 30 hours to precipitate the desired cyanohydrin. The precipitate was collected, washed with petroleum ether and air dried to yield 70 g (61.4%); mp 129°-132° C.

Workup

  1. customto precipitate the desired cyanohydrin
  2. customThe precipitate was collected
  3. washwashed with petroleum ether and air
  4. customdried
  5. customto yield 70 g (61.4%)

Sources & evidence

ORD record
ord-7878704355e2418a93dc77d151aea8d1
Source dataset
uspto-grants-1984_05
Patent number
US04450248

Reaction notes

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