Water → HCID 42614419, compound

To tetrahydrofuran (30 ml) was added lithium aluminum hydride (720 mg, 19.0 mmol) and the mixture was stirred under ice-cooling. Then, a solution (20 ml) of the compound (1.00 g, 6.32 mmol) obtained in step A in tetrahydrofuran was gradually added, and the mixture was heated under reflux for 2 hr. The reaction mixture was cooled, water (0.72 ml), 1N aqueous sodium hydroxide solution (1.44 ml) and water (0.72 ml) were slowly added in this order with stirring, and the mixture was stirred at room temperature for 1 hr. The insoluble material was filtered off through celite, and the solution was concentrated under reduced pressure to give the title compound (718 mg, yield 79%) as a yellow oil.

1. temperaturecooling
2. temperaturethe mixture was heated
3. temperatureunder reflux for 2 hr
4. temperatureThe reaction mixture was cooled
5. stirringwith stirring
6. stirringthe mixture was stirred at room temperature for 1 hr
7. filtrationThe insoluble material was filtered off through celite
8. concentrationthe solution was concentrated under reduced pressure

ORD record

ord-85e0fbbc6e9040edac65437032eb9f5d

Source dataset

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08513235B2