反応 #640543

反応方程式

ethyl acetate

orthotoluoyl chloride

triethylamine

→

benzamide

溶媒

methylene chloride

反応条件

後処理

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

実験手順

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).

出典