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

HRID 2400059Notes

Reaction equation

HRID 2400059 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-1f4f1abbed564489a27aab0dbe8095ba
Source dataset
uspto-grants-1995_09
Patent number
US05453422

Reaction notes

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