Water → 1,2-Dimethoxynaphthalene

HRID 2185895ノート

反応式

HRID 2185895 の反応式
[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]

参加物

7

反応物 5

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

生成物 1

HCID 2992571,2-Dimethoxynaphthalene収率 65%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-9af0f5c5033040b08f4ef0def446bdbb
出典データセット
uspto-grants-2002_06
特許番号
US06403601B1

反応ノート

読み込み中…