Dichloromethane → Benzyl 2-(chlorocarbonyl)-2-methylpyrrolidine-1-carboxylate

HRID 415269Notes

Reaction equation

HRID 415269 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:15][CH2:14][CH2:13][C:12]1([CH3:19])[C:16](O)=[O:17])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:20]CCl>>[Cl:20][C:16]([C:12]1([CH3:19])[CH2:13][CH2:14][CH2:15][N:11]1[C:9]([O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:10])=[O:17]

Participants

3

Reactant 2

HCID 6344DichloromethaneHCID 202354571-Cbz-2-methylpyrrolidine-2-carboxylic Acid

Product 1

HCID 86633083Benzyl 2-(chlorocarbonyl)-2-methylpyrrolidine-1-carboxylate

Procedure

To a stirred solution of 1-(benzyloxycarbonyl)-2-methylpyrrolidine-2-carboxylic acid (1.0 g, 3.8 mmol) in anhydrous dichloromethane (10 mL) thionyl chloride (0.54 g, 4.56 mmol) was added drop wise at 0° C. After the addition, the solution was stirred at room temperature overnight. Solvent was removed in vacuum to give benzyl 2-(chlorocarbonyl)-2-methylpyrrolidine-1-carboxylate.

Workup

  1. additionAfter the addition
  2. customSolvent was removed in vacuum

Sources & evidence

ORD record
ord-7694561f55db4206b9333f53c74d0c10
Source dataset
uspto-grants-2012_01
Patent number
US08088760B2

Reaction notes

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