Water → 1,2-Dimethoxynaphthalene

HRID 2185895노트

반응식

HRID 2185895 반응식
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1O.[H-].[Na+].COS([O:20][CH3:21])(=O)=O.O.[CH3:23]N(C=O)C>CCOCC>[CH3:23][O:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[O:20][CH3:21]

참가 물질

7

반응물 5

HCID 962WaterHCID 6228DimethylformamideHCID 6497Dimethyl SulfateHCID 113181,2-DihydroxynaphthaleneHCID 24758Sodium hydride

생성물 1

HCID 2992571,2-Dimethoxynaphthalene수율 65%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To the solution of 1,2-dihydroxynaphthalene (5 g, 31.2 mmol) in DMF (140 mL) was added NaH (3.0 g, 75.0 mmol). After stirred at room temperature for 1 h, dimethylsulfate (7.09 mL, 75.0 mmol) was added. After stirring at room temperature for 22 h, water and Et2O was added, the organic layer was washed with brine, water, dried (MgSO4), filtered and concentrated. Column chromatography yielded the title compound as a colorless oil (3.83 g, 65%). 1H NMR (CDCl3) δ 8.12 (d, 1H), 7.79 (d, 1H), 7.59 (d, 1H), 7.47 (m, 1H), 7.35 (m, 1H), 7.29 (d, 1H), 3.99 (s, 3H), 3.99 (s, 3H).

후처리

  1. stirringAfter stirring at room temperature for 22 h
  2. washthe organic layer was washed with brine, water
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9af0f5c5033040b08f4ef0def446bdbb
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06403601B1

반응 노트

불러오는 중…