Ammonia → Ethyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate

HRID 1681598Notes

Reaction equation

HRID 1681598 reaction equation
[O:1]1[C:3]2([CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:5][CH2:4]2)[CH2:2]1.[NH3:14]>>[NH2:14][CH2:2][C:3]1([OH:1])[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:5][CH2:4]1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 13672926Ethyl 1-oxa-6-azaspiro[2,5]octane-6-carboxylate

Product 1

HCID 14049029Ethyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate

Procedure

13.4 g (72.3 mmol) of ethyl 6-aza-1-oxaspiro[2,5]octane-6-carboxylate (European Patent Application 189,370) are added dropwise to 60 ml of ammonia solution (25%) and the mixture is stirred overnight at room temperature. It is then concentrated and distilled.

Workup

  1. concentrationIt is then concentrated
  2. distillationdistilled

Sources & evidence

ORD record
ord-e6c6282835e94b7db0e3fff621a72cb3
Source dataset
uspto-grants-1992_12
Patent number
US05173484

Reaction notes

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