m-Chloroperbenzoic acid → 5-Bromo-3-fluoro-2-(oxiran-2-ylmethoxy)phenyl acetate

HRID 39000노트

반응식

HRID 39000 반응식
[Br:1][C:2]1[CH:3]=[C:4]([F:16])[C:5]([O:11][CH2:12][CH:13]2[CH2:15][O:14]2)=[C:6](C(=O)C)[CH:7]=1.C1C=C(Cl)C=[C:19]([C:24]([O:26]O)=[O:25])C=1>C(Cl)Cl>[C:24]([O:26][C:6]1[CH:7]=[C:2]([Br:1])[CH:3]=[C:4]([F:16])[C:5]=1[O:11][CH2:12][CH:13]1[CH2:15][O:14]1)(=[O:25])[CH3:19]

참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acid2회HCID 866529431-[5-Bromo-3-fluoro-2-(oxiran-2-ylmethoxy)phenyl]ethanone

생성물 1

HCID 866529445-Bromo-3-fluoro-2-(oxiran-2-ylmethoxy)phenyl acetate수율 189.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 1-[5-bromo-3-fluoro-2-(oxiran-2-ylmethoxy)phenyl]ethanone (1.3 g, 4.5 mmol) and m-CPBA (4.0 g, 18 mmol) in DCM (25 ml) was heated at reflux. After 22 h more m-CPBA (2.7 g, 12 mmol) was added and the mixture was heated at reflux for another 22 h and then brought to ambient temperature. The solid was filtered off and rinsed. The resulting filtrate was washed with sodium bicarbonate (saturated), brine and further dried (Na2SO4) and evaporated to dryness to give the crude title compound (2.6 g). MS m/z (rel. intensity, 70 eV) 305 (M+, 5), 304 (M+, 6), 263 (97), 262 (bp), 206 (49), 57 (65).

후처리

  1. temperatureat reflux
  2. temperaturethe mixture was heated
  3. temperatureat reflux for another 22 h
  4. custombrought to ambient temperature
  5. filtrationThe solid was filtered off
  6. washrinsed
  7. washThe resulting filtrate was washed with sodium bicarbonate (saturated), brine
  8. dry with materialfurther dried (Na2SO4)
  9. customevaporated to dryness

출처 및 근거

ORD 기록
ord-dbc3b18dcb914fe7bf3e099e362727d2
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524766B2

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