Ethyl 2-bromopropionate → HCID 21955415, compound

Participants

Reaction Steps

tert-Butyl (6-oxo-6,11-dihydro-5H-dibenzo[b,e]azepin-11-yl)acetate 4 (2 g, 6.18 mmol) was dissolved in 25 ml of dry DMF and, at 10° C., 2.1 eq. of KOtBu (1.5 g) were added, and the mixture was stirred for about 20 min. Then, at RT 2.5 g of ethyl bromopropionate were added dropwise and, after stirring at RT for 1 h, further KOtBu (0.2 g) and ethyl bromopropionate (0.8 g) were added. After a further 2 h, the mixture was diluted with CH2Cl2, washed with H2O, dried and concentrated. Chromatography on silica gel (CH2Cl2CH3OH 1 to 25%) afforded 1.2 g of the required product and 2.0 g of nonreacted precursor.

Provenance & Evidence