반응 #743290

반응 방정식

HCl

(4-bromo-2-thienyl)(cyclopropyl)methanone

Potassium hydroxide

hydrazine hydrate

→

title compound

4-Bromo-2-(cyclopropylmethyl)thiophene

용매

water

ethylene glycol

반응 조건

후처리

1. 1
   온도The reaction was cooled to room temperature
2. 2
   추출The mixture was extracted with dichloromethane
3. 3
   건조the combined organics dried over sodium sulfate
4. 4
   여과filtered
5. 5
   농축concentrated
6. 6
   기타The crude product was purified by isco combiflash
7. 7
   세척eluting with 0-10% ethyl acetate in hexanes

실험 절차

(4-bromo-2-thienyl)(cyclopropyl)methanone (1.02 g, 4.4 mmol) was diluted in ethylene glycol (3.75 mL). Potassium hydroxide (809 mg, 14.4 mmol, 3.3 eq) and hydrazine hydrate (0.58 mL, 18 mmol, 4.2 eq) were added, and the reaction mixture was heated at 160° C. for 45 minutes behind a blast shield. The reaction was cooled to room temperature, water was added, and the pH adjusted to acidic (by pH paper) with 6M aqueous HCl. The mixture was extracted with dichloromethane, the combined organics dried over sodium sulfate, filtered, and concentrated. The crude product was purified by isco combiflash, eluting with 0-10% ethyl acetate in hexanes. The title compound was obtained as clear colorless oil (50 mg, 5%).

출처