반응 #220022

반응 방정식

compound

3-Formyl-2-hydroxy-5-trifluoromethylpyridine

sodium formate

hydroxylamine hydrochloride

formic acid

→

desired product

3-Cyano-2-hydroxy-5-trifluoromethylpyridine

용매

water

반응 조건

후처리

1. 1
   온도heated
2. 2
   온도to reflux overnight
3. 3
   온도The reaction mixture was cooled
4. 4
   workup.WAITto stand at room temperature for 7 d
5. 5
   추출extracted with three portions of ethyl acetate
6. 6
   세척The combined organic layers were washed sequentially with two portions of water, saturated aqueous sodium bicarbonate solution and brine
7. 7
   건조dried over sodium sulfate
8. 8
   농축concentrated in vacuo

실험 절차

A mixture of the compound from Step B above (18 g, 95 mmol), sodium formate (7.1 g, 110 mmol), hydroxylamine hydrochloride (7.3 g, 110 mmol), and formic acid (150 mL) was stirred at room temperature for 2 h and then heated to reflux overnight. The reaction mixture was cooled, allowed to stand at room temperature for 7 d, poured into water and extracted with three portions of ethyl acetate. The combined organic layers were washed sequentially with two portions of water, saturated aqueous sodium bicarbonate solution and brine, dried over sodium sulfate and concentrated in vacuo to yield the desired product as a brown powder. 1H NMR (400 MHz, CD3OD) δ 8.37 (d, J=2.7 Hz, 1H), 8.19 (q, J=0.7 Hz, 0.3 Hz, 1H).

출처