反应详情

To a stirred solution of 4.0 g of N-[3-hydroxymethyl)phenyl]-4-(tetradecyloxy)-benzeneacetamide in 100 ml of tetrahydrofuran is added 1.19 g of triethylamine followed by 1.34 g of methanesulfonyl chloride. Also added is 7.66 g of lithium bromide and continued stirring for 24 hours. The solvent is removed under vacuum and the residue is partitioned between chloroform and water followed by an additional wash of the organic layer with saturated sodium bicarbonate. The organic layer is dried and filtered through a pad of silica gel. The filtrate is evaporated to a residue which is crystallized from hexane:carbon tetrachloride to give 4.1 g of the desired product as a white powder, m.p. 116°-118° C.

1. additionAlso added
2. customThe solvent is removed under vacuum
3. customthe residue is partitioned between chloroform and water
4. washan additional wash of the organic layer with saturated sodium bicarbonate
5. customThe organic layer is dried
6. filtrationfiltered through a pad of silica gel
7. customThe filtrate is evaporated to a residue which
8. customis crystallized from hexane