Hydrochloric Acid → HCID 45381113, compound

Participants

Reaction Steps

A solution of compound 32 (17.9 g, 67.3 mmol) in nitrobenzene (150 mL) was cooled in an ice bath. AlCl3 (45.0 g, 337.1 mmol) was added in portions. Then 3-chloropropionyl chloride (32.4 mL, 336.7 mmol) was added dropwise for 10 min. The reaction mixture was stirred for 40 min (LC/MS monitoring), poured into a mixture of ice with diluted HCl, and extracted with CHCl3. The extract was evaporated. The residue was purified by chromatography in a thick short column (silica gel, CHCl3/MeOH 99:1→90:10) to afford 22.9 g (76.3%) of the hydrochloride 33.

Provenance & Evidence