3-Chlorophenylacetic acid → 6-Chloro-2-(3-chlorophenyl)hexanoic acid

Participants

Reaction Steps

Step AP (1): 2-(3-Chlorophenyl)acetic acid (5 g, 29.3 mmol) was deprotonated with NaHMDS (2.0 M in THF, 29.3 mL, 58.6 mmol) and reacted with 1-chloro-4-iodobutane (3.59 mL, 29.3 mmol) using a procedure analogous to Step AC (1) to afford 6-chloro-2-(3-chlorophenyl)hexanoic acid (7.47 g, 98% yield). LC-MS (M−H)− 259.1. The crude product was used for subsequent chemistry without purification.

Provenance & Evidence