반응 #643404

반응 방정식

mercaptoethanol

methoxycarbonyl sulfenyl chloride

2-mercaptopyridine

→

2-(2-(Pyridin-2-yl)disulfanyl)ethanol

수율 114.6%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   기타to react at 0° C. for 1 hr
2. 2
   온도to warm to RT for another 1 hr
3. 3
   기타had been formed
4. 4
   농축The reaction mixture was concentrated to a volume of 125 mL
5. 5
   여과The mixture was filtered through a Buchner funnel
6. 6
   세척The filter cake was washed with dichloromethane
7. 7
   기타dried under vacuum overnight

실험 절차

To a solution of methoxycarbonyl sulfenyl chloride (10 mL, 110 mmol), in dichloromethane (100 mL), cooled to 0 C, was added mercaptoethanol (7.6 mL, 110 mmol), dropwise. The reaction mixture was allowed to stir at 0° C. for 30 min. At this point, a solution of 2-mercaptopyridine (12.2 g, 110 mmol) in dichloromethane (160 mL) was added. The solution was allowed to react at 0° C. for 1 hr and then was allowed to warm to RT for another 1 hr. Solid product was observed to have fallen out of solution. TLC (1:1 Pet Ether/EtOAc) showed that significant product had been formed. The reaction mixture was concentrated to a volume of 125 mL. The mixture was filtered through a Buchner funnel. The filter cake was washed with dichloromethane and then dried under vacuum overnight to afford 2-(2-(Pyridin-2-yl)disulfanyl)ethanol (23.6 g), as the HCl salt.

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