m-Chloroperbenzoic acid → (2,3-Dihydro-2,4-dimethylbenzofuran-7-yl)diazenecarboxylic acid methyl ester

HRID 465024노트

반응식

HRID 465024 반응식
ClC1C=C(C=CC=1)C(OO)=O.[CH3:12][O:13][C:14]([NH:16][NH:17][C:18]1[C:26]2[O:25][CH:24]([CH3:27])[CH2:23][C:22]=2[C:21]([CH3:28])=[CH:20][CH:19]=1)=[O:15]>C(Cl)Cl>[CH3:12][O:13][C:14]([N:16]=[N:17][C:18]1[C:26]2[O:25][CH:24]([CH3:27])[CH2:23][C:22]=2[C:21]([CH3:28])=[CH:20][CH:19]=1)=[O:15]

참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 13575671HCID 13575671, 화합물

생성물 1

HCID 13575681(2,3-Dihydro-2,4-dimethylbenzofuran-7-yl)diazenecarboxylic acid methyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
37 °C

실험 절차

A solution of 5.3 g of 85% m-chloroperoxybenzoic acid (MCPBA) in 100 ml of methylene chloride was added slowly to a solution of 6.2 g of 1F in 100 ml of methylene chloride, at room temperature. The mixture warmed to about 37° C. It was allowed to cool to room temperature, let stand for 18 hours, washed with 10% aqueous sodium carbonate solution, then water, then the liquid phases were separated. The methylene chloride phase was dried (MgSO4) and the solvent was evaporated. The residue was crystallized from ether/hexane (1:1, v:v) to give 1, as an orange solid, m.p.: 62°-65° C.

후처리

  1. temperatureto cool to room temperature
  2. washwashed with 10% aqueous sodium carbonate solution
  3. customwater, then the liquid phases were separated
  4. dry with materialThe methylene chloride phase was dried (MgSO4)
  5. customthe solvent was evaporated
  6. customThe residue was crystallized from ether/hexane (1:1, v:v)
  7. customto give 1

출처 및 근거

ORD 기록
ord-f97a2e10c81c490db89bc271bf10bd2d
출처 데이터셋
uspto-grants-1985_10
특허 번호
US04550121

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