Allyl bromide → HCID 131725705, compound

Participants

Reaction Steps

To a solution of 4-benzyloxy-N-[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-2-methyl-but-3-enyl]-benzenesulfonamide (compound of formula VI, 1.6 g, 2.6 mmol) in 5 ml of dimethylformamide was added cesium carbonate (1.7 g, 5.2 mmol) and allyl bromide (0.63 g, 5.2 mmol). After stirring at a temperature of about 20 to about 25° C. for about 24 hours, an additional 0.4 g of cesium carbonate and 0.2 ml of allyl bromide was added, and the mixture was stirred at a temperature of about 20° C. to about 25° C. for about 24 hours. The mixture was diluted with ethyl acetate, washed 4 times with water, dried over sodium sulfate, filtered and concentrated in vacuo to afford 1.75 g of N-allyl-4-benzyloxy-N-[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-2-methyl-but-3-enyl]-benzenesulfonamide (compound of formula VII) as a colorless syrup.

Provenance & Evidence