Реакция #1726717

Уравнение реакции

benzyl 2-benzyloxy-5-bromobenzoate

sodium carbonate

dimethylacetamide

→

benzyl 2-benzyloxy-5-cyanobenzoate

Выход 72.0%

Растворители

water

Условия реакции

Обработка

1. 1
   Экстракцияextracted several times with ethyl acetate
2. 2
   ПромывкаCombined extracts are washed with brine
3. 3
   Сушкаdried over Na2SO4
4. 4
   ДругоеAfter solvent removal by rotoevaporation
5. 5
   Другоеthe crude product is purified by preparative TLC

Методика

A mixture of 695 mg (1.76 mmol) of benzyl 2-benzyloxy-5-bromobenzoate, 175 mg (0.41 mmol) of potassium hexacyanoferrate(II) trihydrate, 41 mg (0.8 mmol) of palladium(II) acetate, and 189 mg (1.75 mmol) of sodium carbonate in 3 mL of dimethylacetamide is heated at 120° C. for 24 hrs. The reaction mixture is diluted with water and extracted several times with ethyl acetate. Combined extracts are washed with brine and dried over Na2SO4. After solvent removal by rotoevaporation, the crude product is purified by preparative TLC to give 436 mg (1.27 mmol, 72% yield) of benzyl 2-benzyloxy-5-cyanobenzoate.

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