Реакция #595331

Уравнение реакции

4-hydroxybenzaldehyde

1-chloro-2-methyl-2-propanol

sodium carbonate

sodium bicarbonate

→

4-(2-Hydroxy-2-methylpropoxy)benzaldehyde

Растворители

DMF

ethyl acetate

Условия реакции

Обработка

1. 1
   Температураunder reflux for 24 h
2. 2
   ДругоеThe phases are separated
3. 3
   Сушкаthe organic phase is dried over magnesium sulfate
4. 4
   ДругоеAfter removal of the solvent
5. 5
   Другоеthe residue is purified by column chromatography on silica gel 60 (mobile phase gradient: cyclohexane/ethyl acetate 5:1→1:1)
6. 6
   ДругоеThis gives a reddish solid which
7. 7
   Другоеis used without further purification for the subsequent step

Методика

5.00 g (40.94 mmol) of 4-hydroxybenzaldehyde, 4.44 g (40.94 mmol) of 1-chloro-2-methyl-2-propanol and 6.08 g (57.32 mmol) of sodium carbonate are initially charged in 50 ml of dry DMF and stirred under reflux for 24 h. After cooling to RT, 20 ml of ethyl acetate and 20 ml of sat. aqueous sodium bicarbonate solution are added. The phases are separated, and the organic phase is dried over magnesium sulfate. After removal of the solvent, the residue is purified by column chromatography on silica gel 60 (mobile phase gradient: cyclohexane/ethyl acetate 5:1→1:1). This gives a reddish solid which is used without further purification for the subsequent step.

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