تفاعل #155413

معادلة التفاعل

Water

Triethylamine

2-chloro-4-mercaptophenol

4-bromomethyl benzaldehyde

→

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

المردود 84.0%

المذيبات

dioxane

ظروف التفاعل

المعالجة

1. 1
   أخرىwas then partitioned with ethyl acetate and brine (200 mL each)
2. 2
   استخلاصThe aqueous layer was re-extracted with ethyl acetate (100 mL)
3. 3
   تجفيفThe combined organic layers were dried over sodium sulphate
4. 4
   تركيزconcentrated in vacuo
5. 5
   أخرىaffording a yellow solid
6. 6
   أخرىThis was purified by trituration with acetonitrile (5 mL/g) for 30 minutes
7. 7
   ترشيحAfter filtration
8. 8
   أخرىthis afforded a light yellow solid as the pure product, 84% yield, 5.27 g

الإجراء التجريبي

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.

المصدر