Methyl 1-benzylazetidine-3-carboxylate → 1-Benzylazetidine-3-carboxylic acid

HRID 2414127Notes

Reaction equation

HRID 2414127 reaction equation
C[O:2][C:3]([CH:5]1[CH2:8][N:7]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:6]1)=[O:4]>O>[CH2:9]([N:7]1[CH2:6][CH:5]([C:3]([OH:4])=[O:2])[CH2:8]1)[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

3

Reactant 1

HCID 18629668Methyl 1-benzylazetidine-3-carboxylate

Product 1

HCID 31613181-Benzylazetidine-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.5 g of 1A was mixed with 25 ml of distilled water and a few boiling chips and boiled under a nitrogen blanket. After 40 minutes reflux, the initial oily two phase system became homogenous. The water was stripped on a rotary evaporator and the product readily crystallized. After drying in a vacuum oven at 60°, N-benzylazetidine-3-carboxylic acid (1), m.p.: 152°-154°, was obtained.

Workup

  1. temperatureAfter 40 minutes reflux
  2. customThe water was stripped on a rotary evaporator
  3. customthe product readily crystallized
  4. customAfter drying in a vacuum oven at 60°

Sources & evidence

ORD record
ord-22fad53333aa4f1396825586aaa3a0e3
Source dataset
uspto-grants-1988_01
Patent number
US04721793

Reaction notes

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