반응 #3019

반응 방정식

2,6-dimethoxy-4-methylaniline hydrochloride

N-Boc-glycine

BOP

dimethylformamide

→

N-tert-butyloxycarbonyl-[(2,6-dimethoxy-4-methylphenyl)carbamoyl]methylamine

수율 96.0%

용매

ethyl acetate

triethylamine

diisopropyl ether

반응 조건

후처리

1. 1
   workup.WAITThe reaction mixture is left at room temperature for 15 hours
2. 2
   세척the organic phase is successively washed with 3×200 ml of water, with a 1N aqueous sodium hydroxide solution
3. 3
   건조The organic phase is dried over anhydrous sodium sulphate
4. 4
   기타Evaporation of the solvent
5. 5
   기타leaves a semi-crystalline residue which

실험 절차

6.6 g of N-Boc-glycine and 15.6 g of BOP are successively added to 100 ml of dimethylformamide and then, at 0° C., 14 ml of triethylamine are added dropwise. The mixture is left for 20 minutes at 0° C. and 6.7 g of 2,6-dimethoxy-4-methylaniline hydrochloride are then added portionwise. The reaction mixture is left at room temperature for 15 hours. 400 ml of ethyl acetate are added to the reaction mixture and the organic phase is successively washed with 3×200 ml of water, with a 1N aqueous sodium hydroxide solution and then with water. The organic phase is dried over anhydrous sodium sulphate. Evaporation of the solvent leaves a semi-crystalline residue which is solidified in diisopropyl ether to provide N-tert-butyloxycarbonyl-[(2,6-dimethoxy-4-methylphenyl)carbamoyl]methylamine, in the form of white crystals; M.p.=146° C.; Yield: 96%.

출처