Acetic Anhydride → N-{4-Fluoro-2-[(2S)-oxiran-2-ylmethoxy]phenyl}acetamide

(2S)-2-[(5-fluoro-2-nitrophenoxy)methyl]oxirane (0.32 g, 1.5 mmol) was dissolved in ethyl acetate (40 ml). Platinum on charcoal (0.15 g) was added, and the mixture was stirred in the atmosphere of hydrogen for 3 h at room temperature and atmospheric pressure. The catalyst was filtered and washed on the filter with ethyl acetate (10 ml). Acetic anhydride (0.31 g, 0.28 ml, 3 mmol) and ethyldi(i-propyl)amine (0.39 g, 0.52 ml, 3 mmol) were added to the solution. The reaction mixture was stirred at room temperature for 3 h, then washed with 1M sodium hydroxide (NaOH) (30 ml) and brine (30 ml), and dried with sodium sulphate (Na2SO4). Evaporation of the solvent and flash chromatography on silica gel with n-heptane/ethyl acetate (from 25 to 75%) afforded the subtitle compound (0.21 g, 0.92 mmol, 61%) as a colourless solid.

1. filtrationThe catalyst was filtered
2. washwashed on the
3. filtrationfilter with ethyl acetate (10 ml)
4. washwashed with 1M sodium hydroxide (NaOH) (30 ml) and brine (30 ml)
5. dry with materialdried with sodium sulphate (Na2SO4)
6. customEvaporation of the solvent and flash chromatography on silica gel with n-heptane/ethyl acetate (from 25 to 75%)

ORD 기록

ord-f285811dac3e41b995ef2461e620a5c0

출처 데이터셋

uspto-grants-2008_06

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US07388020B2