m-Chloroperbenzoic acid → 3-(4-(Oxiran-2-yl)phenyl)-5-(5-phenyl-4-propylisoxazol-3-yl)-1,2,4-oxadiazole

HRID 1948465노트

반응식

HRID 1948465 반응식
[C:1]1([C:7]2[O:11][N:10]=[C:9]([C:12]3[O:16][N:15]=[C:14]([C:17]4[CH:22]=[CH:21][C:20]([CH:23]=[CH2:24])=[CH:19][CH:18]=4)[N:13]=3)[C:8]=2[CH2:25][CH2:26][CH3:27])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1C=C(Cl)C=C(C(OO)=[O:36])C=1>C(Cl)Cl>[O:36]1[CH2:24][CH:23]1[C:20]1[CH:19]=[CH:18][C:17]([C:14]2[N:13]=[C:12]([C:9]3[C:8]([CH2:25][CH2:26][CH3:27])=[C:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[O:11][N:10]=3)[O:16][N:15]=2)=[CH:22][CH:21]=1

참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 583740935-(5-Phenyl-4-propylisoxazol-3-yl)-3-(4-vinylphenyl)-1,2,4-oxadiazole

생성물 1

HCID 583741323-(4-(Oxiran-2-yl)phenyl)-5-(5-phenyl-4-propylisoxazol-3-yl)-1,2,4-oxadiazole

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a mixture of 5-(5-phenyl-4-propylisoxazol-3-yl)-3-(4-vinylphenyl)-1,2,4-oxadiazole (4.64 g, 12.97 mmol) in DCM (500 mL) was added m-CPBA (9 g, 52.2 mmol). The reaction mixture was stirred overnight at room temperature. Next, the reaction mixture was washed with 1N NaOH. The organic layer was dried with MgSO4, filtered, and concentrated to yield Preparation 1B. MS (m+1)=374. HPLC Peak RT=4.36 minutes (Analytical Method A).

후처리

  1. washNext, the reaction mixture was washed with 1N NaOH
  2. dry with materialThe organic layer was dried with MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customto yield

출처 및 근거

ORD 기록
ord-0fd2d1329be84b628a8f2dc163235bd6
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399451B2

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