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

HRID 39025ノート

反応式

HRID 39025 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([Cl: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]([Cl: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 866529521-[5-Bromo-3-chloro-2-(oxiran-2-ylmethoxy)phenyl]ethanone

生成物 1

HCID 866529535-Bromo-3-chloro-2-(oxiran-2-ylmethoxy)phenyl acetate収率 149.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
50 °C

実験手順

A solution of 1-[5-bromo-3-chloro-2-(oxiran-2-ylmethoxy)phenyl]ethanone (1.7 g, 5.6 mmol) and m-CPBA (2.4 g, 14 mmol) in DCM (30 ml) was heated to 50° C. After 22 h more m-CPBA (2.4 g, 14 mmol) was added and the mixture was heated at 50° C. for another 44 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 (2.7 g). MS m/z (rel. intensity, 70 eV) 280 (bp), 278 (84), 224 (54), 222 (52), 57 (79), 322 (M+, 5).

後処理

  1. custombrought to ambient temperature
  2. filtrationThe solid was filtered off
  3. washrinsed
  4. washThe resulting filtrate was washed with sodium bicarbonate (saturated), brine
  5. dry with materialfurther dried (Na2SO4)
  6. customevaporated to dryness

出典と根拠

ORDレコード
ord-38de70a30356476493ede3110e26fb5d
出典データセット
uspto-grants-2013_09
特許番号
US08524766B2

反応ノート

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