Methyl iodide → 2-(3,4-Dichloro-phenyl)-3-(3-methoxy-cyclopentyl)-propionic acid methyl ester

A solution of 2-(3,4-dichloro-phenyl)-3-(3-hydroxy-cyclopentyl)-propionic acid methyl ester (prepared as in Example 36, 194.1 mg, 0.61 mmol), silver carbonate (320.6 mg, 1.16 mmol), silver tetrafluoroborate (131.0 mg, 0.67 mmol), and iodomethane (72 μL, 1.16 mmol) in acetonitrile (6.1 mL) was stirred at 25° C. for 48 h. The resulting reaction mixture was then heated under reflux for 24 h. The reaction mixture was then filtered through a pad of celite, and the celite pad was washed well with ethyl acetate. The filtrate was concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 10% ethyl acetate/hexanes) afforded 2-(3,4-dichloro-phenyl)-3-(3-methoxy-cyclopentyl)-propionic acid methyl ester (68.8 mg, 34%) as a yellow oil which was used without further purification.

1. customThe resulting reaction mixture
2. temperaturewas then heated
3. temperatureunder reflux for 24 h
4. filtrationThe reaction mixture was then filtered through a pad of celite
5. washthe celite pad was washed well with ethyl acetate
6. concentrationThe filtrate was concentrated in vacuo

ORD 기록

ord-6ec6d9763c6a48539b60fc5fe9e42af5

출처 데이터셋

uspto-grants-2007_08

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US07259166B2