반응 #8316

반응 방정식

methanol

3-benzyl-4-bromo-butyryl chloride

(1-pyridin-2-yl-2-quinolin-4-yl-ethylidene)-hydrazine

pyridine

→

title compound

3-Benzyl-4-bromo-butyric acid (1-pyridin-2-yl-2-quinolin-4-yl-ethylidene)-hydrazide

용매

ammonium chloride

dichloromethane

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   workup.STIRRINGstirred for 10 min
2. 2
   세척washed with water (2×50 mL) and brine (50 mL)
3. 3
   건조dried with anhydrous sodium sulfate
4. 4
   여과filtered
5. 5
   농축concentrated in vacuo
6. 6
   기타The residue is precipitated from ether

실험 절차

A solution of (1-pyridin-2-yl-2-quinolin-4-yl-ethylidene)-hydrazine (2.25 g, 8.40 mmol) in anhydrous dichloromethane (100 mL) and pyridine (1.81 mL, 22.4 mmol) is cooled to −78° C., treated with a solution of 3-benzyl-4-bromo-butyryl chloride (2.1 g, 7.8 mmol) in dichloromethane (10 mL), and stirred for 2 h. The mixture is treated with methanol (3 mL), stirred for 10 min, and diluted with saturated ammonium chloride solution (30 mL). The mixture is diluted with dichloromethane (300 mL), washed with water (2×50 mL) and brine (50 mL), dried with anhydrous sodium sulfate, filtered, and concentrated in vacuo. The residue is precipitated from ether to yield the title compound, 2.3 g (60%), as a pale yellowish solid.

출처