Tetrahydrofuran → HCID 86646158, compound

Temperature

0 °C

A tetrahydrofuran (25 mL) solution of trimethyl phosphonoacetate (4.67 g, 25.1 mmol) was added dropwise at 0° C. over 1 hour to a tetrahydrofuran (25 mL) suspension of sodium hydride (1.04 g, 63%, 27.4 mmol). To the mixture, tetrahydrofuran (25 mL) was further added, and the mixture was then stirred at 0° C. for 1 hour. To this solution, a tetrahydrofuran (25 mL) solution of 6-hepten-3-one (2.56 g, 22.8 mmol) was added dropwise at 0° C. over 20 minutes, and the mixture was stirred at room temperature for 2.5 hours and subsequently stirred at 65° C. for 3 hours. The mixture was treated with water, and volatile portions were then distilled off under reduced pressure, followed by extraction with hexane. The organic layer was dried over anhydrous magnesium sulfate. Then, the solvent was distilled off under reduced pressure to obtain the compound of interest as a pale yellow oil substance (3.04 g, 79%).

1. stirringthe mixture was stirred at room temperature for 2.5 hours
2. stirringsubsequently stirred at 65° C. for 3 hours
3. distillationwere then distilled off under reduced pressure
4. extractionfollowed by extraction with hexane
5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
6. distillationThen, the solvent was distilled off under reduced pressure
7. customto obtain the compound of interest as a pale yellow oil substance (3.04 g, 79%)

ORD record

ord-5060a565fd4f4bffa67678f38a41f09c

Source dataset

uspto-grants-2011_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07947738B2