2,2,6,6-Tetramethyl-4-piperidone → 4-Hydroxy-2,2,6,6-tetramethylpiperidine

HRID 359576Notes

Reaction equation

HRID 359576 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.[BH4-].[Na+]>>[CH3:1][C:2]1([CH3:11])[CH2:7][CH:6]([OH:8])[CH2:5][C:4]([CH3:10])([CH3:9])[NH:3]1

Participants

3

Reactant 2

HCID 132202,2,6,6-Tetramethyl-4-piperidoneHCID 4311764Sodium borohydride

Product 1

HCID 754714-Hydroxy-2,2,6,6-tetramethylpiperidineYield 99%

Procedure

2,2,6,6-tetramethyl-4-piperidinol was prepared by the reduction of 2,2,6,6-tetramethyl-4-piperidone (Aldrich) with sodium borohydride. It was purified by recrystallization from ligroin (bp 65-90). It formed colorless needles with mp 130-131; the reported mp is 128-131 (Lutz et al 1962).

Workup

  1. customIt was purified by recrystallization from ligroin (bp 65-90)
  2. customIt formed colorless needles with mp 130-131

Sources & evidence

ORD record
ord-72274f163bb94a69b41432f733c2d63d
Source dataset
uspto-grants-1991_03
Patent number
US05001233

Reaction notes

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