Reaction #586086

ord-225ad66cafbe4738b1efb3eb702294c4

Reaction equation

C1CCNC1
pyrrolidine
O=C(Cl)CCl
chloroacetyl chloride
O=C(CCl)N1CCCC1
N-(2-chloroacetyl)pyrrolidine
Yield 85.4%

Conditions

Temperature
0°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    WashThe organic phase was washed with solutions of sodium hydrogen sulphate and sodium carbonate
  2. 2
    Otherdried
  3. 3
    OtherAfter evaporation of the solvent

Procedure

3.82 moles of pyrrolidine were added to a solution of 1.92 moles of chloroacetyl chloride in 600 ml of dichloromethane. The temperature was maintained at 0° C. The organic phase was washed with solutions of sodium hydrogen sulphate and sodium carbonate and dried. After evaporation of the solvent, 242 g of N-(2-chloroacetyl)pyrrolidine were obtained. 1.64 moles of this compound were dissolved in 500 ml of toluene and 231 ml of triethylamine were added. This was heated under reflux for 3 hrs and after cooling 311.5 g of product were isolated in the form of a precipitate. 119.07 g of the product obtained were dissolved in

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07767073B2uspto-grants-2010_08