反应 #640543

反应方程式

ethyl acetate

orthotoluoyl chloride

triethylamine

→

benzamide

溶剂

methylene chloride

反应条件

后处理

1. 1
   洗涤washed with 5% citric acid, saturated sodium bicarbonate, brine
2. 2
   其他dried
3. 3
   过滤filtered
4. 4
   浓缩concentrated
5. 5
   其他to afford 420 mg of crude material
6. 6
   其他This was chromatographed on 40 g of silica gel using 50% ethyl acetate/hexane

实验过程

To a solution of 391 mg (1 mmol) of 2R-hydroxy-3-[(2-methylpropyl)(4-aminophenyl)sulfonyl]amino-1S-(phenylmethyl)propylamine in 3 mL of anhydrous methylene chloride, was added 0.42 mL (3 mmol) of triethylamine, then at room temperature, 0.12 mL (0.9 mmol) of orthotoluoyl chloride was added. After 15 hours at room temp ethyl acetate was added, washed with 5% citric acid, saturated sodium bicarbonate, brine, dried, filtered and concentrated to afford 420 mg of crude material. This was chromatographed on 40 g of silica gel using 50% ethyl acetate/hexane to afford 368 mg of pure benzamide, N-[2R-hydroxy-3-[[(4-aminophenyl)sulfonyl](2-methylpropyl) amino]-1S-(phenylmethyl)propyl]-2-methyl, m/e=516(M+Li).

来源