反应详情

To a mixture of 6-(4-aminophenoxy)-hexanoic acid methyl ester 17 (25 g, 105 mmol) and triethylamine (21.4 g, 211.6 mmol) in acetone (200 ml) at 0° C. was added dropwise benzyloxy acetyl chloride (25 g, 135.5 mmol) followed by stirring at room temp. for 12 hrs. The solids were filtered off, acetone distilled off and water (100 ml) added. Crude 53 was extracted into chloroform, washed with 5% sodium bicarbonate solution (2×100 ml), then water (100 ml), dried over sodium sulphate and distilled. Crude 53 was purified by column chromatography on silica gel using benzene as eluant to get pure 53 (9 g, 22.2%), an off-white powder with a m.p. between 46-49° C.

1. filtrationThe solids were filtered off
2. distillationacetone distilled off
3. additionwater (100 ml) added
4. extractionCrude 53 was extracted into chloroform
5. washwashed with 5% sodium bicarbonate solution (2×100 ml)
6. dry with materialwater (100 ml), dried over sodium sulphate
7. distillationdistilled
8. customCrude 53 was purified by column chromatography on silica gel