Chloroacetyl chloride → HCID 86605475, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 5,7,8-trimethyl-3,4-dihydrospiro[chromene-2,1′-cyclobutan]-6-ol (500 mg) in anhydrous CH2Cl2 (3 mL) was mixed with a 15% aq. NaOH solution (2.0 mL). The resulting mixture was cooled to 0° C. and stirred vigorously while being treated with slow addition of a solution of chloroacetyl chloride (0.534 mL) in CH2Cl2 (2 mL). The reaction mixture was allowed to warm up to ambient temperature and stirred for an additional 6 h. Upon layer separation, organic phase was collected and dried over Na2SO4, followed by solvent evaporation. Column chromatography (SiO2: hexane:EtOAc, 95:5 v/v) yielded 5,7,8-trimethyl-3,4-dihydrospiro[chromene-2,1′-cyclobutan]-6-yl chloroacetate as a pale yellow solid (204 mg).

Provenance & Evidence