Acetyl chloride → HCID 19779538, compound

Participants

Reaction Steps

To a solution of 3-(3-methoxyphenyl)cyclobutylhydroxylamine (34.8 mmol), prepared according to the procedure described in Example 1 substituting 3-methoxybenzaldehyde for 3-(4-fluorophenoxy)benzaldehyde, in CH2Cl2 (150 mL) at 0° C., was added acetyl chloride (8.20 g, 104.4 mmol) followed by the dropwise addition of triethylamine and a few crystals of N,N-dimethylaminopyridine. The cooling bath was withdrawn and the reaction allowed to warm to ambient temperature. It was then diluted with brine (100 mL) and the layers were separated. The aqueous phase was extracted with CH2Cl2 (2×100 mL). The organics were combined, dried over MgSO4 and concentrated to afford crude N-acetoxy-N-[3-(3-methoxyphenyl)cyclobutyl]-acetamide.

Provenance & Evidence