Sodium Hydroxide → 2-(3-Bromo-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionic acid

온도

25 °C

A solution of 2-(3-bromo-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionic acid methyl ester (1.62 g, 4.16 mol) in methanol (10 mL) was treated with a 1N aqueous sodium hydroxide solution (8.7 mL, 8.74 mol). The reaction mixture was stirred at 25° C. for 27 h. The reaction mixture was concentrated in vacuo to remove methanol. The resulting aqueous residue was acidified to pH=2 with a 10% aqueous hydrochloric acid solution and then extracted with ethyl acetate (1×400 mL). The organic layer was washed with water (1×300 mL) and a saturated aqueous sodium chloride solution (1×300 mL). The organic layer was then dried over sodium sulfate, filtered, and concentrated in vacuo to afford 2-(3-bromo-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionic acid (1.39 g, 89%) as a white solid which was used without further purification: mp 149-150° C.; FAB-HRMS m/e calcd for C15H19BrO4S (M+H)+ 375.0266, found 375.0274.

1. concentrationThe reaction mixture was concentrated in vacuo
2. customto remove methanol
3. extractionextracted with ethyl acetate (1×400 mL)
4. washThe organic layer was washed with water (1×300 mL)
5. dry with materialThe organic layer was then dried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated in vacuo

ORD 기록

ord-5ccdfcff3620420fae070902b45d4d10

출처 데이터셋

uspto-grants-2003_08

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06610846B1