Triethylamine → HCID 20032215, compound

Temperature

0 °C

A dried triphenyl phosphine (288 mg) was dissolved in a dried benzene (10 ml), and then 1M bromine in benzene solution (1.1 ml) was added thereto while stirring at 0° C. over 3 minutes. The mixture was stirred for 10 minutes at room temperature, and then dried triethyl amine (0.15 ml) was added thereto at 0° C. Continuously, 7-(2,5-dioxocyclopentyl) heptanoic acid (113 mg) were added thereto. The mixture was stirred for 26 hours, and poured into the same volume of water. The aqueous solution was extracted with three 20 ml portions of ether. The ether layer was washed with water and saturated aqueous sodium chloride solution, and then dried over anhydrous magnesium sulfate. The reaction mixture was purified by thin layer chromatography to afford 7-(2-bromo-5-oxo-1-cyclopentenyl) heptanoic acid (yield 96.6 mg, 67%).

1. stirringThe mixture was stirred for 10 minutes at room temperature
2. customat 0° C
3. stirringThe mixture was stirred for 26 hours
4. extractionThe aqueous solution was extracted with three 20 ml portions of ether
5. washThe ether layer was washed with water and saturated aqueous sodium chloride solution
6. dry with materialdried over anhydrous magnesium sulfate
7. customThe reaction mixture was purified by thin layer chromatography

ORD record

ord-dff9db4a8a5c41c38a3528e2828db5ad

Source dataset

uspto-grants-1989_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04849535