Ammonia → trans-3-Amino-1-benzyl-4-hydroxy-pyrrolidine

HRID 981075Notes

Reaction equation

HRID 981075 reaction equation
[CH2:1]([N:8]1[CH2:13][CH:12]2[CH:10]([O:11]2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH3:14]>>[NH2:14][C@H:10]1[C@H:12]([OH:11])[CH2:13][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 98153703-Benzyl-6-oxa-3-azabicyclo(3.1.0)hexane

Product 1

HCID 11332997trans-3-Amino-1-benzyl-4-hydroxy-pyrrolidine

Procedure

8.9 g (50 mmol) of 3-benzyl-6-oxa-3-azabicyclo[3.1.0]hexane are heated in 75 ml of ammonia solution (25% strength) at 120° C. in an autoclave for 8 hours. The solution is concentrated and the residue is distilled.

Workup

  1. concentrationThe solution is concentrated
  2. distillationthe residue is distilled

Sources & evidence

ORD record
ord-7152b3f947dd4811b0caa89cd49a014e
Source dataset
uspto-grants-1991_02
Patent number
US04990517

Reaction notes

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