تفاعل #3019

معادلة التفاعل

2,6-dimethoxy-4-methylaniline hydrochloride

N-Boc-glycine

BOP

dimethylformamide

→

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

المردود 96.0%

المذيبات

ethyl acetate

triethylamine

diisopropyl ether

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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%.

المصدر