Water → Ethyl 5-acetyl-4-hydroxy-3-methylbenzofuran-2-carboxylate

To a solution of ethyl 4-hydroxy-3-methylbenzofuran-2-carboxylate (220 mg, 1 mmol) in dichloroethane (10 ml) was added aluminum chloride (665 mg, 5 mmol). To the resulting brown solution was added acetyl chloride (0.178 ml, 2.5 mmol). The mixture was stirred for 5 hours at room temperature. Ice and water (20 ml) was added. The mixture was extracted with ethyl acetate. The extracts were dried and concentrated to a white solid which was then treated with 1 ml of 10% K2CO3 aqueous solution in 10 ml methanol for 2 hours. The resulting mixture was poured into 0.1N HCl (25 ml) and filtered. The solid obtained was recrystallized from ethyl acetate/toluene to give the title compound (130 mg, 50%).

1. extractionThe mixture was extracted with ethyl acetate
2. customThe extracts were dried
3. concentrationconcentrated to a white solid which
4. additionwas then treated with 1 ml of 10% K2CO3 aqueous solution in 10 ml methanol for 2 hours
5. additionThe resulting mixture was poured into 0.1N HCl (25 ml)
6. filtrationfiltered
7. customThe solid obtained
8. customwas recrystallized from ethyl acetate/toluene

ORD 기록

ord-061ab327a32b44d4903fcb355ebe66b0

출처 데이터셋

uspto-grants-1987_05

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US04663347