Acetyl chloride → Diethylether hexane

Participants

Reaction Steps

To an ice-cooled solution of (R)-2-amino-8-(4-hexylpiperazin-1-yl)-1,2,3,4-tetrahydronaphthalene (97 mg, 0.31 mmol) and triethylamine (51 μL, 0.37 mmol) in methylene chloride (15 mL) was added dropwise acetyl chloride (23 μL, 0.32 mmol) in methylene chloride (5 mL). After the addition the reaction was allowed to stir at ambient temperature for 15 min and was then washed with water. The methylene chloride phase was dried (Na2SO4), filtered and evaporated in vacuo. The residue was purified on a silica gel column using chloroform/ethanol saturated with NH3 (100:3) as the eluent. This gave after crystallization from diethyl ether/hexane 92 mg (83% yield) of the title compound as white crystals: mp 117-118° C.; [α]21D +19° (c 1.0, chloroform); EIMS (70 eV) m/z (relative intensity) 357 (43, M+).

Provenance & Evidence