반응 #57692

반응 방정식

4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester

acetyl chloride

→

5-acetyl-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester

수율 59.0%

용매

chlorobenzene

반응 조건

후처리

1. 1
   기타The mixture was sealed in a pressure tube
2. 2
   기타was placed in 95° C.
3. 3
   기타for 5 h
4. 4
   세척The reaction mixture was washed with 0.5N HCl
5. 5
   추출was extracted with ethyl acetate
6. 6
   기타Removal of the solvents
7. 7
   기타gave the crude product, which
8. 8
   기타was purified by column chromatography

실험 절차

To 4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester 0.5 g (2.27 mmol) was added 15 mL of chlorobenzene, 0.27 g (3.4 mmol) of acetyl chloride and 0.63 mL (5.7 mmol) of titanium tetrachloride. The mixture was sealed in a pressure tube and the tube was placed in 95° C. oil bath for 5 h with stirring. The reaction mixture was washed with 0.5N HCl and was extracted with ethyl acetate. Removal of the solvents gave the crude product, which was purified by column chromatography to give 0.33 g (59% yield) of 5-acetyl-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester as a white solid.

출처