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

HRID 1770238노트

반응식

HRID 1770238 반응식
[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

참가 물질

5

반응물 4

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

생성물 1

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

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-825fd6e20b9747bbbf48af2300168baf
출처 데이터셋
uspto-grants-1995_01
특허 번호
US05385942

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