1-Chloro-4-iodobutane → 6-Chloro-2-(4-isopropoxyphenyl)hexanoic acid

Participants

Reaction Steps

Step AV (1): 2-(4-Isopropoxyphenyl)acetic acid (7.7 g, 39.6 mmol, reference G. Solladie et al. Tetrahedron (2003), 59, 3315) was deprotonated with NaHMDS (2.0 M in THF, 39.5 mL, 79 mmol) and reacted with 1-chloro-4-iodobutane (10.8 g, 49.6 mmol) using a procedure analogous to Step AC (1) to afford 6-chloro-2-(4-isopropoxyphenyl)hexanoic acid (4.24 g, 37% yield) as a clear viscous oil. LC-MS (M−H)− 193.0.

Provenance & Evidence