Ammonium Chloride → HCID 86629086, compound

To a mixture of potassium t-butoxide (0.54 g) and tetrahydrofuran (10 ml) at room temperature was added 4-fluorobutyltriphenylphosphonium bromide (2.0 g). After stirring for 30 minutes, a solution of t-butyl 4-oxocyclohexylcarbamate (0.50 g) in tetrahydrofuran (5 ml), and the mixture was stirred at room temperature. After 10 hours, saturated aqueous ammonium chloride was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, and then dried over sodium sulfate, and the solvent was evaporated under reduced pressure from the organic layer. The residue was suspended in hexane and the suspension was stirred at 40° C. After 20 minutes, the precipitate was filtrated off, and the filtrate was concentrated under reduced pressure to give 400 mg of t-butyl [4-(4-fluorobutylidene)cyclohexyl]-carbamate.

1. waitAfter 10 hours
2. extractionthe mixture was extracted with ethyl acetate
3. washThe organic layer was washed with brine
4. dry with materialdried over sodium sulfate
5. customthe solvent was evaporated under reduced pressure from the organic layer
6. stirringthe suspension was stirred at 40° C
7. waitAfter 20 minutes
8. filtrationthe precipitate was filtrated off
9. concentrationthe filtrate was concentrated under reduced pressure

ORD record

ord-8a41f1106db746b7bf372224e95f2a33

Source dataset

uspto-grants-2010_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07767854B2