Реакция #1004579

Уравнение реакции

3-oxo-1-butanol

benzoyl chloride

triethylamine

→

3-oxobutylbenzoate

Выход 96.4%

Растворители

tetrahydrofuran

Условия реакции

Обработка

1. 1
   Температураcooling
2. 2
   workup.ADDITIONAfter the end of drop-wise addition
3. 3
   Другоеthe reaction liquid
4. 4
   ФильтрацияHydrochloric acid salt of triethylamine was filtered
5. 5
   workup.ADDITIONby adding water to the filtrate
6. 6
   Экстракцияextracting with ethyl acetate
7. 7
   ПромывкаThe organic layer was washed with water
8. 8
   Сушкаby drying over anhydrous magnesium sulfate
9. 9
   Концентрированиеconcentrating under reduced pressure
10. 10
    ДругоеThe residue was purified with silica gel column chromatography (ethyl acetate:hexane=1:5 to 1:3)

Методика

To 400 ml of tetrahydrofuran in a reactor, 15.0 g (0.17 mol) of 3-oxo-1-butanol and 26.3 g (0.19 mol) of benzoyl chloride were dissolved, followed by drop-wise adding 20.6 g (0.20 mol) of triethylamine under ice-cooling. After the end of drop-wise addition, the reaction liquid was stirred at room temperature for 3 hours. Hydrochloric acid salt of triethylamine was filtered, followed by adding water to the filtrate and extracting with ethyl acetate. The organic layer was washed with water, a saturated aqueous solution of sodium carbonate, water and a saturated saline solution in this order, followed by drying over anhydrous magnesium sulfate and concentrating under reduced pressure. The residue was purified with silica gel column chromatography (ethyl acetate:hexane=1:5 to 1:3) to obtain 31.5 g (yield: 96%) of 3-oxobutylbenzoate.

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