반응 #155413

반응 방정식

Water

Triethylamine

2-chloro-4-mercaptophenol

4-bromomethyl benzaldehyde

→

4-{[(3-chloro-4-hydroxyphenyl)thio]methyl}benzaldehyde

수율 84.0%

용매

dioxane

반응 조건

후처리

1. 1
   기타was then partitioned with ethyl acetate and brine (200 mL each)
2. 2
   추출The aqueous layer was re-extracted with ethyl acetate (100 mL)
3. 3
   건조The combined organic layers were dried over sodium sulphate
4. 4
   농축concentrated in vacuo
5. 5
   기타affording a yellow solid
6. 6
   기타This was purified by trituration with acetonitrile (5 mL/g) for 30 minutes
7. 7
   여과After filtration
8. 8
   기타this afforded a light yellow solid as the pure product, 84% yield, 5.27 g

실험 절차

Triethylamine (5.0 mL, 35.9 mmol) was added dropwise to a solution of 2-chloro-4-mercaptophenol (3.60 g, 22.4 mmol) and 4-bromomethyl benzaldehyde (3.93 g, 19.7 mmol) in dioxane (150 mL) at room temperature under nitrogen. The reaction mixture was stirred at room temperature for 20 hours. Water (100 mL) was added to the reaction mixture and it was then partitioned with ethyl acetate and brine (200 mL each). The aqueous layer was re-extracted with ethyl acetate (100 mL). The combined organic layers were dried over sodium sulphate and concentrated in vacuo affording a yellow solid. This was purified by trituration with acetonitrile (5 mL/g) for 30 minutes. After filtration this afforded a light yellow solid as the pure product, 84% yield, 5.27 g.

출처