N-bromobutanimide → HCID 131727478, compound

Participants

Reaction Steps

To a solution of 22.78 g (4R,9aR)-6-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester in 200 ml tetrahydrofuran was added at 0° C. 8.78 g (0.049 mol) N-bromosuccinimide and the mixture was stirred at 0° C. for 30 minutes. The reaction mixture was diluted with 500 ml ethyl acetate and extracted sequentially with a 10% aqueous solution of sodium thiosulfate, a 10% aqueous solution of citric acid, water and brine dried over sodium sulfate, evaporated under aspirator vacuum and dried to constant weight under high vacuum to yield 26.5 g of the title compound as colorless oil. (MS: 541 (M+H+)).

Provenance & Evidence