تفاعل #640543

معادلة التفاعل

ethyl acetate

orthotoluoyl chloride

triethylamine

→

benzamide

المذيبات

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed with 5% citric acid, saturated sodium bicarbonate, brine
2. 2
   أخرىdried
3. 3
   ترشيحfiltered
4. 4
   تركيزconcentrated
5. 5
   أخرىto afford 420 mg of crude material
6. 6
   أخرىThis was chromatographed on 40 g of silica gel using 50% ethyl acetate/hexane

الإجراء التجريبي

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).

المصدر