Triethylamine → 1-(Bromoacetyl)pyrrolidine

HRID 49045Notes

Reaction equation

HRID 49045 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[Br:6][CH2:7][C:8](Br)=[O:9].C(N(CC)CC)C>ClCCl>[Br:6][CH2:7][C:8]([N:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:9]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31268PyrrolidineHCID 61147Bromoacetyl bromide

Product 1

HCID 111061881-(Bromoacetyl)pyrrolidineYield 67.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of pyrrolidine (1.7 g, 24 mmol), bromoacetyl bromide (4.6 g, 24 mmol) and triethylamine (2.02 g, 20 mmol) in dichloromethane (40 mL) was stirred at room temperature for 4 hours. The precipitate was filtered off and the residue was concentrated to give 3.1 g of 2-bromo-1-pyrrolidin-1-yl-ethanone as a light brown solid.

Workup

  1. filtrationThe precipitate was filtered off
  2. concentrationthe residue was concentrated

Sources & evidence

ORD record
ord-6915c56a5911412fb176bb2a26e10883
Source dataset
uspto-grants-2004_03
Patent number
US06706709B2

Reaction notes

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