Tetrahydrofuran → HCID 131728907, Verbindung

Temperatur

0 °C

A tetrahydrofuran (15 mL) solution of tert-butyl dimethylphosphonoacetate (3.21 g, 14.4 mmol) was added dropwise at 0° C. over 15 minutes to a tetrahydrofuran (15 mL) suspension of sodium hydride (0.59 g, 63%, 15.7 mmol), and the mixture was stirred at 0° C. for 25 minutes. To this solution, a tetrahydrofuran (15 mL) solution of 3-cyclopentylbicyclo[3.2.0]hept-3-en-6-one (2.30 g, 13.1 mmol) was added dropwise at 0° C. over 10 minutes, and the mixture was stirred at room temperature for 16 hours. The mixture was treated with water, followed by extraction with diethyl ether. The organic layer was dried over anhydrous magnesium sulfate. Then, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to obtain the compound of interest as a yellow oil substance (3.30 g, 92%).

1. stirringthe mixture was stirred at room temperature for 16 hours
2. extractionfollowed by extraction with diethyl ether
3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
4. distillationThen, the solvent was distilled off under reduced pressure
5. customthe residue was purified by silica gel column chromatography
6. customto obtain the compound of interest as a yellow oil substance (3.30 g, 92%)

ORD-Eintrag

ord-0a684cbeff404465a59c378ee8c9bccb

Quelldatensatz

uspto-grants-2011_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07947738B2