Water → HCID 46224398, 화합물

온도

95 °C

3-Iodo-5-propoxy-4H-benzo[f]quinolin-1-one (1.06 g, 2.79 mmol) was suspended in dimethoxyethane (20 ml). Furan-3-boron acid (354 mg, 3.16 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II)-dichloromethane complex (PdCl2(DPPF).CH2Cl2, 123 mg, 0.11 mmol) and a 2N aqueous sodium carbonate solution (4.0 ml) were sequentially added to the suspension. The mixture was stirred at 90 to 100° C. under a nitrogen atmosphere for hours. The reaction mixture was cooled to room temperature, water was added thereto, and the resulting mixture was subjected to extraction using dichloromethane. The thus-obtained organic layer was concentrated under reduced pressure, and the residue was purified using silica gel column chromatography (dichloromethane:ethyl acetate=80:1). The purified product was concentrated under reduced pressure, the residue was washed with ethyl acetate and then dried, giving a pale brown powder of 2-furan-3-yl-5-propoxy-4H-benzo[f]quinolin-1-one (430 mg, yield: 48%).

1. temperatureThe reaction mixture was cooled to room temperature
2. extractionthe resulting mixture was subjected to extraction
3. concentrationThe thus-obtained organic layer was concentrated under reduced pressure
4. customthe residue was purified
5. concentrationThe purified product was concentrated under reduced pressure
6. washthe residue was washed with ethyl acetate
7. customdried

ORD 기록

ord-01222a3d7c904ca7bb3b9eec830235de

출처 데이터셋

uspto-grants-2015_04

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US09018229B2