Реакция #1929024

Уравнение реакции

sodium carbonate

triethylamine

Benzoyl chloride

→

4-(hydroxymethyl)phenyl benzoate

Выход 80.0%

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   workup.STIRRINGthe resulting solution was shaken at 0° C. for 5 hours
2. 2
   СушкаThe organic phase was dried over magnesium sulfate
3. 3
   Фильтрацияfiltered
4. 4
   Другоеthe solvent was removed under reduced pressure
5. 5
   Другоеthus affording a yellowish solid
6. 6
   Другоеthat upon recrystallization from cyclohexane

Методика

4-(Hydroxymethyll)phenol (1.087 g, 8.77 mmol) and triethylamine (1.3 mL, 8.77 mmol) were dissolved in 25 mL of dichloromethane. The solution was shaken at 0° C. for 30 minutes. Benzoyl chloride (1 mL, 8.77 mmol) was added drop by drop and the resulting solution was shaken at 0° C. for 5 hours. Saturated aqueous solution of sodium carbonate (20 mL) was added three times. The organic phase was dried over magnesium sulfate, filtered, and the solvent was removed under reduced pressure, thus affording a yellowish solid that upon recrystallization from cyclohexane provided 1.600 g (70.16 mmol, yield=80%) of 4-(hydroxymethyl)phenyl benzoate.

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