2-Tert-Butylphenol → 1-Tert-butyl-2-(methoxymethoxy)benzene

HRID 1296017ノート

反応式

HRID 1296017 の反応式
[H-].[Na+].[CH3:3][O:4][CH2:5]Cl.[C:7]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[OH:17])([CH3:10])([CH3:9])[CH3:8]>CN(C)C=O>[C:7]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[O:17][CH2:3][O:4][CH3:5])([CH3:10])([CH3:8])[CH3:9]

参加物

5

反応物 3

HCID 69232-Tert-ButylphenolHCID 7864Chloromethyl Methyl EtherHCID 24758Sodium hydride

生成物 1

HCID 107742011-Tert-butyl-2-(methoxymethoxy)benzene収率 111.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

Sodium hydride (214 g, 4.90 mol) and chloromethyl methyl ether (394 g, 4.90) were gradually added to a solution of 2-tert-butylphenol (700 g, 4.67 mol) in dimethylformamide (3000 ml) while cooling on ice and the mixture was stirred at 0° C. for 2 hours. The reaction mixture was poured into ice water and extracted with ethyl acetate, and then the organic layer was washed with water and brine in that order and dried over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (1013 g) as a light yellow oil.

後処理

  1. temperaturewhile cooling on ice
  2. extractionextracted with ethyl acetate
  3. washthe organic layer was washed with water and brine in that order
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationThe organic layer was concentrated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate)

出典と根拠

ORDレコード
ord-129a919f9dbc416c91bb4bc243c5eb66
出典データセット
uspto-grants-2007_07
特許番号
US07244730B2

反応ノート

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