Dichloromethane → 3-cyclopentyl-2(R)-(3,4-dichloro-phenyl)-propionyl chloride

Participants

Reaction Conditions

Reaction Steps

A solution of 3-cyclopentyl-2(R)-(3,4-dichloro-phenyl)-propionic acid (prepared as in PCT WO 2002/046173 A1, Example 3, 375 mg, 1.31 mmol) was dissolved in methylene chloride (20 mL) and N,N-dimethylformamide (one drop) and cooled to 0° C. To this solution was added dropwise a solution of oxalyl chloride in methylene chloride (2 M solution, 753 μL, 1.76 mmol) which produced gas evolution and it was then warmed to 25° C. and stirred for 1 h. After this time, the reaction was concentrated in vacuo to about 5 mL and then another portion of methylene chloride (˜3 mL) was added to produce a roughly 0.16 M solution of 3-cyclopentyl-2(R)-(3,4-dichloro-phenyl)-propionyl chloride which was used.

Provenance & Evidence