반응 #45624

반응 방정식

benzyloxyacetyl chloride

tetrahydrofuran

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

sodium hydrogencarbonate

→

compound

수율 77.2%

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

수율 77.2%

용매

Ethyl acetate

반응 조건

후처리

1. 1
   온도cooled with ice
2. 2
   세척by washing with water and saturated brine
3. 3
   건조The obtained organic layer was dried over anhydrous sodium sulfate
4. 4
   기타the solvent was evaporated away under reduced pressure
5. 5
   기타The resulting residue was recrystallized
6. 6
   기타purified with n-hexane/ethyl acetate

실험 절차

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.

출처