反応 #8316

反応方程式

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

溶媒

ammonium chloride

dichloromethane

dichloromethane

dichloromethane

反応条件

後処理

1. 1
   workup.STIRRINGstirred for 10 min
2. 2
   洗浄washed with water (2×50 mL) and brine (50 mL)
3. 3
   乾燥dried with anhydrous sodium sulfate
4. 4
   ろ過filtered
5. 5
   濃縮concentrated in vacuo
6. 6
   その他The residue is precipitated from ether

実験手順

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.

出典