Chloroacetyl chloride → 1-(Chloroacetyl)pyrrolidine

HRID 335157Notes

Reaction equation

HRID 335157 reaction equation
[Cl:1][CH2:2][C:3](Cl)=[O:4].[NH:6]1[CH2:10][CH2:9][CH2:8][CH2:7]1>C1COCC1>[Cl:1][CH2:2][C:3]([N:6]1[CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:4]

Participants

4

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 31268Pyrrolidine

Product 1

HCID 884401-(Chloroacetyl)pyrrolidineYield 66.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of mL 2-chloroacetyl chloride (1.409 mL, 17.71 mmol) and THF (50 mL) was cooled to 0° C. and pyrrolidine (1.259 g, 17.71 mmol) was slowly added and stirred at ambient temperature for 3 hours. Partitioned between CH2Cl2 and water, and the organic layer was separated, dried, filtered, and concentrated to give the title compound (1.73 g, 66.19% yield) as a clear oil.

Workup

  1. customPartitioned between CH2Cl2 and water
  2. customthe organic layer was separated
  3. customdried
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-b48b131e60ae436fb96bec4630732df3
Source dataset
uspto-grants-2014_11
Patent number
US08883828B2

Reaction notes

Loading…