m-Chloroperbenzoic acid → 5-Bromo-2-(oxiran-2-ylmethoxy)phenyl formate

HRID 38983

반응식

HRID 38983 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH2:11][CH:12]2[CH2:14][O:13]2)=[C:6]([CH:9]=1)C=O.C1C=C(Cl)C=C([C:22]([O:24]O)=[O:23])C=1.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH:22]([O:24][C:6]1[CH:9]=[C:2]([Br:1])[CH:3]=[CH:4][C:5]=1[O:10][CH2:11][CH:12]1[CH2:14][O:13]1)=[O:23]

참가 물질

5

반응물 3

HCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 212209825-Bromo-2-(oxiran-2-ylmethoxy)benzaldehyde

생성물 1

HCID 212210275-Bromo-2-(oxiran-2-ylmethoxy)phenyl formate

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 5-bromo-2-(oxiran-2-ylmethoxy)benzaldehyde (12.3 g, 47.7 mmol) in DCM (50 ml) was added m-CPBA (12.8 g, 57.2 mmol). The solution was heated at reflux for 3 h and 30 min and then brought to ambient temperature. Aqueous sodium bicarbonate (saturated) and DCM was added and the phases were separated. The organic phase was washed with brine, dried (Na2SO4), filtered and evaporated to dryness to give the crude title compound. Crude yield: 12.3 g. MS m/z (rel. intensity, 70 eV) 272 (M+, 7), 244 (50), 189 (95), 188 (bp), 57 (93).

후처리

  1. temperatureThe solution was heated
  2. temperatureat reflux for 3 h and 30 min
  3. custombrought to ambient temperature
  4. customthe phases were separated
  5. washThe organic phase was washed with brine
  6. dry with materialdried (Na2SO4)
  7. filtrationfiltered
  8. customevaporated to dryness

출처 및 근거

ORD 기록
ord-767b3078aa2d471d93d3027cc3832986
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524766B2

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