Phosgene → 2-Chloro-1-[1-(2-methoxy-phenyl)-cyclobutyl]-ethanone

Participants

Reaction Steps

1-Benzo[1,3]dioxol-5-yl-cyclobutanecarboxylic acid was converted to the corresponding chloroketone following the same procedure used for the conversion of 1-(2-Methoxy-phenyl)-cyclobutanecarboxylic acid to give 2-Chloro-1-[1-(2-methoxy-phenyl)-cyclobutyl]-ethanone. 300 mg of 1-benzo[1,3]dioxol-5-yl-cyclobutanecarboxylic acid thus provided 285 mg (83%) of 1-(1-Benzo[1,3]dioxol-5-yl-cyclobutyl)-2-chloro-ethanone. Data for this chloride: 1H NMR (300 MHz, CDCl3): δ 6.7–6.85 (m, 3H), 5.98 (s, 2H), 4.03 (s, 2H), 2.75–2.85 (m, 2H), 2.35–2.45 (m, 2H), 1.85–2.0 (m, 2H); 13C NMR (75 MHz, CDCl3): δ 201.9, 148.6, 147.1, 135.8, 119.8, 108.9, 107.0, 101.6, 57.7, 45.4, 31.2, 16.2.

Provenance & Evidence