Реакция #75491

Уравнение реакции

tert-butoxycarbonylacetamide oxime

4-trifluoromethyl-3-pyridinecarboxylic acid

carbonyl-diimidazole

→

product

Выход 51.6%

Tert-butyl 3-Amino-3-(4-trifluoromethyl-3-pyridinecarbonyloxy-imino)propionate

Выход 51.6%

Растворители

THF

THF

Условия реакции

Обработка

1. 1
   workup.ADDITIONare then added dropwise
2. 2
   workup.STIRRINGThe mixture is stirred overnight
3. 3
   Другоеthe solvent is evaporated
4. 4
   Промывкаwashed three times with 1 M sulfuric acid

Методика

30 g of 4-trifluoromethyl-3-pyridinecarboxylic acid is initially charged in 150 ml of dry THF and, a little at a time, admixed with 25.3 g of carbonyl-diimidazole. The mixture is stirred at room temperature for 30 min. 27.2 g of tert-butoxycarbonylacetamide oxime dissolved in 150 ml of THF are then added dropwise. The mixture is stirred overnight, the solvent is evaporated and the residue is taken up in ethyl acetate, washed three times with 1 M sulfuric acid and once with saturated sodium bicarbonate solution. Concentration of the ethyl acetate phase gives 28 g of the product as a pale yellow solid.

Источник