2-Bromoethanol → HCID 18943943, compound

Participants

Reaction Steps

To a solution of 3-chloro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ol (3.52 g, 0.014 mol, prepared similarly as described in Fr.M. 2165, 1963; Chem.Abstr. 60, 14523 (1963)) and 2bromoethanol (2.5 g, 0.02 mol) in benzene (80 ml), concentrated sulfuric acid (0.85 ml) was added dropwise. The reaction mixture was stirred for 1.5 h, diluted with 50 ml of benzene and washed with water (30 ml), 0.6 N NaHCO3 (20 ml) and 2×30 ml of water. The benzene solution was dried (MgSO4) and the solvent was evaporated under vacuum to give a residue which was crystallised from a mixture of cyclohexane and n-hexane. 3.9 g (77%) of 5-(2-bromoethoxy)-3-chloro-10,11-dihydro-5H-dibenzo[a,d]cycloheptene was obtained.

Provenance & Evidence