Acetyl chloride → HCID 68754733, compound

Participants

Reaction Steps

5-Chloro-1′-ethanethioyl-3,4-dihydrospiro[chromene-2,4′-piperidine] To a suspension of 5-chloro-3,4-dihydrospiro[chromene-2,4′-piperidine] HCl salt (2 g, 7.3 mmol) and Et3N (3 mL, 21.5 mmol) in CH2Cl2 (25 mL) was added acetyl chloride (0.7 mL, 9.8 mmol). After stirring for 1 h, the mixture was diluted with water and extracted with CH2Cl2. The CH2Cl2 extract was washed with diluted brine, dried (MgSO4) and concentrated. The resulting residue was purified by Combi-Flash™ (40 g, 50-100% EtOAc in hexanes for 20 min, 40 mL/min, 18 mL/fraction) to give 1′-acetyl-5-chloro-3,4-dihydrospiro[chromene-2,4′-piperidine] as an oil, which solidified on standing.

Provenance & Evidence