Benzeneacetic acid, 2-fluoro- → 6-Chloro-2-(2-fluorophenyl)hexanoic acid

Participants

Reaction Steps

Step AQ (1): 2-(2-Fluorophenyl)acetic acid (5 g, 32.4 mmol) was deprotonated with NaHMDS (2.0 M in THF, 32.4 mL, 64.9 mmol) and reacted with 1-chloro-4-iodobutane (3.97 mL, 32.4 mmol) using a procedure analogous to Step AC (1) to afford 6-chloro-2-(2-fluorophenyl)hexanoic acid (7.10 g, 89% yield). LC-MS (M−H)− 243.1. The crude product was used for subsequent chemistry without purification.

Provenance & Evidence