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

HRID 39025노트

반응식

HRID 39025 반응식
[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]

참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acid2회HCID 866529521-[5-Bromo-3-chloro-2-(oxiran-2-ylmethoxy)phenyl]ethanone

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
50 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-38de70a30356476493ede3110e26fb5d
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524766B2

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