Triethylamine → 4,5-(Dimethylmethylenedioxy)-6-(methoxymethoxy)-3,3a,4,5,6,7-hexahydro-2,1-benzoisooxazole

HRID 1741959노트

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HRID 1741959 반응식
[CH3:1][C:2]1([CH3:18])[O:17][CH:14]([CH:15]=[CH2:16])[CH:4]([CH:5]([O:10][CH2:11][O:12][CH3:13])[CH2:6][CH:7]=[N:8][OH:9])[O:3]1.C(N(CC)CC)C.Cl[O-].[Na+]>C(Cl)Cl.C(OCC)C>[CH3:1][C:2]1([CH3:18])[O:3][CH:4]2[CH:5]([O:10][CH2:11][O:12][CH3:13])[CH2:6][C:7]3[CH:15]([CH2:16][O:9][N:8]=3)[CH:14]2[O:17]1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 23665760Sodium HypochloriteHCID 730980754,5-(Dimethylmethylenedioxy)-3-methoxymethoxy-6-heptenal oxime

생성물 1

HCID 677933994,5-(Dimethylmethylenedioxy)-6-(methoxymethoxy)-3,3a,4,5,6,7-hexahydro-2,1-benzoisooxazole수율 56%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

4,5-(Dimethylmethylenedioxy)-3-methoxymethoxy-6-heptenal oxime (89.5 mg) was dissolved in 4 ml of methylene chloride, and 0.035 ml of triethylamine was added at 0° C. A 10 % sodium hypochlorite aqueous solution (2.6 ml) was added at 0° C., and the mixture was stirred at 0° C. for 57 hours. The reaction mixture was diluted with diethyl ether, and washed with saturated sodium hydrogen carbonate aqueous solution and a saturated sodium chloride aqueous solution in sequence. The organic layer was dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and purified by silica gel column chromatography to provide 0.0 mg of 4,5-(dimethylmethylenedioxy)-6-(methoxymethoxy)-3,3a,4,5,6,7-hexahydro-2,1-benzoisooxazole having the following properties (yield 56%).

후처리

  1. washwashed with saturated sodium hydrogen carbonate aqueous solution
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. custompurified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-3d914b5c23694b5286abb1c4b9f67a8e
출처 데이터셋
uspto-grants-1994_08
특허 번호
US05334740

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