Dimethylformamide → 1-Methoxymethyloxy-3,4,5-trimethoxyphenol

HRID 248555

反応式

HRID 248555 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([OH:13])[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[H-].[Na+].[CH3:16][O:17][CH2:18]Cl.CN(C=[O:24])C>>[CH3:16][O:17][CH2:18][O:13][C:5]1([OH:24])[CH:6]=[C:7]([O:11][CH3:12])[C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH2:4]1

参加物

5

反応物 4

HCID 6228DimethylformamideHCID 7864Chloromethyl Methyl EtherHCID 24758Sodium hydrideHCID 695053,4,5-Trimethoxyphenol

生成物 1

HCID 677585271-Methoxymethyloxy-3,4,5-trimethoxyphenol

実験手順

25 g of 3,4,5-trimethoxyphenol was dissolved in 100 ml of DMF, and 7.1 g of sodium hydride, (55% oil suspension) was added thereto and cooled by ice while stirring. Then, 12.4 ml of methoxymethyl chloride was added thereto with ice cooling, and the mixture was stirred at room temperature for 30 min. The reaction mixture was poured into ice water and extracted with ethyl acetate. The organic phase was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography (eluent; n-hexane : ethyl acetate=85 : 15) to prepare 30.4 g of the product compound as a colorless oleaginous substance.

後処理

  1. temperaturecooled by ice
  2. stirringwith ice cooling, and the mixture was stirred at room temperature for 30 min
  3. extractionextracted with ethyl acetate
  4. washThe organic phase was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off
  7. customThe residue was purified by silica gel column chromatography (eluent; n-hexane : ethyl acetate=85 : 15)
  8. customto prepare 30.4 g of the product compound as a colorless oleaginous substance

出典と根拠

ORDレコード
ord-b1ed54475b8b463aac09225138b2d266
出典データセット
uspto-grants-1993_05
特許番号
US05210239

関連ノート

読み込み中…