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

HRID 39000

反応式

HRID 39000 の反応式
[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]

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acid2 回HCID 866529431-[5-Bromo-3-fluoro-2-(oxiran-2-ylmethoxy)phenyl]ethanone

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-dbc3b18dcb914fe7bf3e099e362727d2
出典データセット
uspto-grants-2013_09
特許番号
US08524766B2

関連ノート

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