Reaction #1772017

Reaction equation

compound 4

N-Methyl-3-pyrrolidinyl cyclopentylmandelate

ethyl bromoacetate

ethyl ether

→

Compound ( b )

3-(2-Cyclopentyl-2-phenyl-2-hydroxyacetoxy)-1-(ethoxycarbonylmethyl)-1-methylpyrrolidinium bromide

Solvents

acetonitrile

ethylene chloride

Conditions

Workup

1. 1
   OtherEvaporation of acetonitrile
2. 2
   Othergave a crude product
3. 3
   Otherto precipitate

Procedure

To compound 4 (0.369 g, 1.22 mmol) in 10 ml of dry acetonitrile, ethyl bromoacetate (0.377 g, 2.25 mmol) was added at room temperature. The mixture was stirred for 2 h. Evaporation of acetonitrile gave a crude product. The crude product was dissolved in a small volume of ethylene chloride and then poured into 50 ml of dry ethyl ether to precipitate. This procedure was repeated three times to obtain Compound (b) as pure product (0.45 g, 79%). White powder, m.p.: 192-194° C.

Source