Реакция #45624

Уравнение реакции

benzyloxyacetyl chloride

tetrahydrofuran

2-amino-5-phenyl-4-fluoro-3-hydroxy-6-methylbenzonitrile

sodium hydrogencarbonate

→

compound

Выход 77.2%

2-(Benzyloxy)-N-(3-cyano-6-fluoro-5-hydroxy-2-methyl[1,1′-biphenyl]-4-yl)acetamide

Выход 77.2%

Растворители

Ethyl acetate

Условия реакции

Обработка

1. 1
   Температураcooled with ice
2. 2
   Промывкаby washing with water and saturated brine
3. 3
   СушкаThe obtained organic layer was dried over anhydrous sodium sulfate
4. 4
   Другоеthe solvent was evaporated away under reduced pressure
5. 5
   ДругоеThe resulting residue was recrystallized
6. 6
   Другоеpurified with n-hexane/ethyl acetate

Методика

Under nitrogen atmosphere, benzyloxyacetyl chloride (489 μl, 3.10 mmol) was dropwise added to a tetrahydrofuran solution (10 ml) of 2-amino-5-phenyl-4-fluoro-3-hydroxy-6-methylbenzonitrile (I-41) (500 mg, 2.06 mmol) and sodium hydrogencarbonate (520 mg, 6.19 mmol) cooled with ice, followed by stirring at room temperature for 18 hours. Ethyl acetate was added to the reaction liquid, followed by washing with water and saturated brine. The obtained organic layer was dried over anhydrous sodium sulfate, the solvent was evaporated away under reduced pressure. The resulting residue was recrystallized and purified with n-hexane/ethyl acetate to obtain the entitled compound (621 mg, 1.59 mmol, 77%) as a white solid.

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