2-Bromoethanol → HCID 13295989, compound

Participants

Reaction Conditions

Reaction Steps

8, 10-Dichloro-10,11-dihydrodibenzo[b,f]thiepine (10 g, 35.6 mmol, prepared as described in Coll. Czech. Chem. Commun. 33,183, 1968) was slowly added to a mixture of 2-bromoethanol (44 g, 0.352 mol) and powdered potassium carbonate (10 g, 0.072 mol) at 20° C. under stirring. After 6 h, dichloromethane (15 ml) was added and the reaction mixture was heated at 50° C. for 3 h. After cooling, dichloromethane (35 ml) was added and the mixture was filtered. Dichloromethane was evaporated and excess of 2-bromoethanol was distilled off in vacuo. The oily residue was dissolved in benzene (100 ml), washed with water (3×70 ml), dried (K2CO3) and the solvent evaporated to give 13.0 g of crude 8-chloro-10-(2-bromoethoxy)-10,11-dihydrodibenzo[b,f]thiepine as an oil.

Provenance & Evidence