반응 #411225

반응 방정식

triethylamine

oxalyl chloride

dimethyl sulfoxide

2-chloro-4-hydroxymethylpyridine

→

2-chloropyridine-4-carbaldehyde

용매

methylene chloride

methylene chloride

water

methylene chloride

반응 조건

후처리

1. 1
   workup.STIRRINGThe mixture is stirred for five minutes
2. 2
   기타The methylene chloride layer is separated
3. 3
   추출the aqueous layer is extracted again with methylene chloride (2.2 liters)
4. 4
   세척washed with a saturated aqueous sodium hydrogen carbonate solution
5. 5
   기타dried
6. 6
   농축concentrated under reduced pressure
7. 7
   기타to remove the solvent

실험 절차

To a solution of oxalyl chloride (42.2 ml) in methylene chloride (1100 ml) is added dropwise a solution of dimethyl sulfoxide (68.7 ml) in methylene chloride (220 ml) at −60° C. to −50° C., and thereto is further added dropwise a solution of 2-chloro-4-hydroxymethylpyridine (63.2 g) in methylene chloride (440 ml) at the same temperature. The mixture is stirred for 15 minutes, and thereto is added dropwise triethylamine (306.6 ml) at the same temperature. The mixture is stirred for five minutes, and warmed to room temperature. After the reaction is complete, to the reaction mixture is added water (2.2 liters). The methylene chloride layer is separated, and the aqueous layer is extracted again with methylene chloride (2.2 liters). The methylene chloride layers are combined, and washed with a saturated aqueous sodium hydrogen carbonate solution, dried, and concentrated under reduced pressure to remove the solvent to give 2-chloropyridine-4-carbaldehyde.

출처