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

HRID 963720노트

반응식

HRID 963720 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-8619e4ad0e43426b9647ae11a1083bb6
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05763489

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