Trifluoroacetic anhydride → HCID 86721487, compound

[step 2] 4-Bromo-2-[(3,5-difluorophenoxy)methyl]benzoic acid (11.4 g, 33.2 mmol) obtained in step 1 was dissolved in dichloromethane (111 mL), trifluoroacetic anhydride (9.4 mL, 66.4 mmol) and trifluoroborane diethyl ether complex (4.2 mL, 33.2 mmol) were added, and the mixture was stirred at room temperature for 4 hr. To the mixture were added 2 mol/L aqueous sodium hydroxide solution (100 mL) and saturated aqueous sodium hydrogen carbonate solution (30 mL), and the mixture was extracted 3 times with dichloromethane (300 mL). The combined organic layers were dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained brown solid (12.6 g) was suspended in isopropylalcohol (100 mL), and the suspension was stirred at room temperature for 13 hr. The suspension was suction filtered, and the obtained solid was dried under reduced pressure to give 8-bromo-1,3-difluorodibenzo[b,e]oxepin-11(6H)-one (9.3 g, 86%).

1. extractionthe mixture was extracted 3 times with dichloromethane (300 mL)
2. dry with materialThe combined organic layers were dried over anhydrous magnesium sulfate
3. concentrationconcentrated under reduced pressure
4. stirringthe suspension was stirred at room temperature for 13 hr
5. filtrationsuction filtered
6. customthe obtained solid was dried under reduced pressure

ORD record

ord-77671bf4df484db5be547058bfb9f1e6

Source dataset

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08969345B2