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

HRID 1741959ノート

反応式

HRID 1741959 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-3d914b5c23694b5286abb1c4b9f67a8e
出典データセット
uspto-grants-1994_08
特許番号
US05334740

反応ノート

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