Methyl iodide → 2-Methyl-2-methoxycarbonyl-5-methoxy-1-oxo-1,2,3,4-tetrahydronaphthalene

HRID 963720ノート

反応式

HRID 963720 の反応式
[CH3:1][O:2][C:3]([CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[O:15][CH3:16])[C:6]1=[O:17])=[O:4].[H-].[Na+].CI.[C:22](OCC)(=O)C>O1CCCC1.O>[CH3:22][C:5]1([C:3]([O:2][CH3:1])=[O:4])[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[O:15][CH3:16])[C:6]1=[O:17]

参加物

7

反応物 4

HCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 190824592-Methoxycarbonyl-5-methoxy-1-oxo-1,2,3,4-tetrahydronaphthalene

生成物 1

HCID 543642852-Methyl-2-methoxycarbonyl-5-methoxy-1-oxo-1,2,3,4-tetrahydronaphthalene

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2-methoxycarbonyl-5-methoxy-1-oxo-1,2,3,4-tetrahydronaphthalene (3.9 g) in tetrahydrofuran (50 ml) were added NaH (0.73 g, 60% in oil) and then methyl iodide (3 ml) at 0° C. under N2. After being stirred for 1 hour at room temperature, the solution was poured into a mixture of ethyl acetate and water. The organic layer was washed with 1N--HCl solution, sat. NaHCO3, and brine, dried over MgSO4, and evaporated in vacuo. The residue was purified by chromatography on silica gel to afford 2-methyl-2-methoxycarbonyl-5-methoxy-1-oxo-1,2,3,4-tetrahydronaphthalene (4.0 g).

後処理

  1. customat 0° C.
  2. washThe organic layer was washed with 1N
  3. dry with materialHCl solution, sat. NaHCO3, and brine, dried over MgSO4
  4. customevaporated in vacuo
  5. customThe residue was purified by chromatography on silica gel

出典と根拠

ORDレコード
ord-8619e4ad0e43426b9647ae11a1083bb6
出典データセット
uspto-grants-1998_06
特許番号
US05763489

反応ノート

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