Methyl iodide → 2-(4-Methoxy-benzenesulfonyl)-2-methyl-3-phenyl-propionic acid ethyl ester

To a stirred solution of 2-(4-methoxy-benzenesulfonyl)-3-phenyl-propionic acid ethyl ester (1.0 gm, 3 mmol) (example 9), methyl iodide (1 ml, excess) and 18-Crown-6 (500 mg) in acetone (250 ml), K2CO3 (10 gm, excess) was added and the reaction mixture was refluxed for 24 hours. At the end, the reaction mixture was filtered and the acetone layer was concentrated. The residue obtained was extracted with chloroform, washed well with water, dried over anhydrous MgSO4, filtered and concentrated. The product obtained was purified by silica-gel column chromatography by eluting it with 30% ethyl acetate:hexanes to afford 2-(4-methoxy-benzenesulfonyl)-2-methyl-3-phenyl-propionic acid ethyl ester as a colorless oil. Yield 1.0 g, 98%; MS: 349 (M+H)+.

1. temperaturethe reaction mixture was refluxed for 24 hours
2. filtrationAt the end, the reaction mixture was filtered
3. concentrationthe acetone layer was concentrated
4. customThe residue obtained
5. extractionwas extracted with chloroform
6. washwashed well with water
7. dry with materialdried over anhydrous MgSO4
8. filtrationfiltered
9. concentrationconcentrated
10. customThe product obtained
11. customwas purified by silica-gel column chromatography
12. washby eluting it with 30% ethyl acetate

ORD 기록

ord-b6fa46a62ef24cbeb4136206f8b50101

출처 데이터셋

uspto-grants-2002_10

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06462073B2