1,2-Dichloroethane → HCID 69851286, compound

Participants

Reaction Steps

A mixture of benzyltrimethylammonium dichloroiodate (31.70 g, 91.0 mmol), 5-acetyl-7-tert-butyl-2,3-dihydro-3,3-dimethylbenzo[b]furan (12.35 g, 50.2 mmol), 300 mL of 1,2-dichloroethane, and 120 mL of methanol is heated at reflux for 13 h. The reaction mixture is cooled to room temperature and concentrated in vacuo; 5% aqueous sodium bisulfite solution (125 mL) is added to the residue obtained. This mixture is extracted with ether; the extract is washed with aqueous sodium bicarbonate solution and with brine, dried over anhydrous magnesium sulfate, and concentrated to produce about 14.09 g (100%) of 5-chloro-acetyl-7-tert-butyl-2,3-dihydro-3,3-dimethylbenzo[b]furan as a reddish solid: mp 76-77° C.

Provenance & Evidence