Ammonia → 3-(aminomethyl)-1-benzylpyrrolidin-3-ol

HRID 1681589Notes

Reaction equation

HRID 1681589 reaction equation
[CH2:1]([N:8]1[CH2:14][CH2:13][C:10]2([O:12][CH2:11]2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH3:15]>>[NH2:15][CH2:11][C:10]1([OH:12])[CH2:13][CH2:14][N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:9]1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 111948055-Benzyl-1-oxa-5-azaspiro[2.4]heptane

Product 1

HCID 145784513-(aminomethyl)-1-benzylpyrrolidin-3-ol

Procedure

9.7 g (51.3 mmol) of 5-benzyl-5-aza-1-oxaspiro[2,4]heptane (U.S. Pat. No. 4,508,724) are added dropwise to 50 ml of ammonia solution (25%) and the mixture is stirred overnight at room temperature. The batch is then concentrated and the residue is distilled.

Workup

  1. concentrationThe batch is then concentrated
  2. distillationthe residue is distilled

Sources & evidence

ORD record
ord-ee6f36f173104056bd4d763befedaba5
Source dataset
uspto-grants-1992_12
Patent number
US05173484

Reaction notes

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