Pyridine → 4-Hydroxy-5-methoxycarbonyloxy-6-(methoxymethoxy)-3,3a,4,5,6,7-hexahydro-2,1-benzoisooxazole

HRID 1741966ノート

反応式

HRID 1741966 の反応式
[OH:1][CH:2]1[CH:7]2[CH2:8][O:9][N:10]=[C:6]2[CH2:5][CH:4]([O:11][CH2:12][O:13][CH3:14])[CH:3]1[OH:15].N1C=CC=CC=1.[C:22](Cl)(=[O:25])[O:23][CH3:24]>C(Cl)Cl.C(OCC)C>[OH:1][CH:2]1[CH:7]2[CH2:8][O:9][N:10]=[C:6]2[CH2:5][CH:4]([O:11][CH2:12][O:13][CH3:14])[CH:3]1[O:15][C:22]([O:23][CH3:24])=[O:25]

参加物

6

反応物 3

HCID 1049PyridineHCID 6586Methyl chloroformateHCID 677918454,5-Dihydroxy-6-(methoxymethoxy)-3,3a,4,5,6,7-hexahydro-2,1-benzoisooxazole

生成物 1

HCID 677938944-Hydroxy-5-methoxycarbonyloxy-6-(methoxymethoxy)-3,3a,4,5,6,7-hexahydro-2,1-benzoisooxazole収率 50%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒

実験手順

4,5-Dihydroxy-6-(methoxymethoxy)-3,3a,4,5,6,7-hexahydro-2,1-benzoisooxazole (217 mg) was dissolved in 10 ml of methylene chloride, and 1 ml of pyridine and then 100 mg of methyl chlorocarbonate were added under ice cooling. The mixture was stirred at room temperature for 3 hours. The reaction mixture was diluted with diethyl ether, washed with dilute hydrochloric acid, a sodium hydrogen carbonate aqueous solution and a sodium chloride aqueous solution in sequence. The organic layer was dried over anhydrous sodium sulfate, and concentrated was under reduced pressure. The obtained residue was purified by silica gel column chromatography to give 137 mg of 4-hydroxy-5-methoxycarbonyloxy-6-(methoxymethoxy)-3,3a,4,5,6,7-hexahydro-2,1-benzoisooxazole having the following property (yield 50%).

後処理

  1. washwashed with dilute hydrochloric acid
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated
  4. customThe obtained residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-3fbb531900484276a227dc177a666478
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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