Sodium Iodide → Methyl 4-(benzyloxy)-3,5-dimethoxybenzoate

HRID 1730098ノート

反応式

HRID 1730098 の反応式
[C:1]([O:14][CH3:15])(=[O:13])[C:2]1[CH:12]=[C:9]([O:10][CH3:11])[C:7]([OH:8])=[C:4]([O:5][CH3:6])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+].[CH2:24](Cl)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>C(O)C>[CH3:11][O:10][C:9]1[CH:12]=[C:2]([CH:3]=[C:4]([O:5][CH3:6])[C:7]=1[O:8][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:1]([O:14][CH3:15])=[O:13]

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 70164Methyl Syringate

生成物 1

HCID 563916Methyl 4-(benzyloxy)-3,5-dimethoxybenzoate収率 63%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 21.2 g. of methyl syringate, 15 g. of potassium carbonate, 1 g. of sodium iodide, 70 ml. of 95% ethanol (5% methanol), and 14 g. of benzyl chloride was heated at reflux with stirring for 4 hours. The alcohol was stripped off, ice water added, and the mixture extracted with ether. The ether exxtract was washed with water and the ether stripped off. Benzene was added and stripped to remove traces of water. The residual oil was dissolved in isopropanol, charcoal added, and the mixture filtered. Hexane was added and the solution cooled. A total of 19 g. (63% yield) of methyl 3,5-dimethoxy-4-benzyloxybenzoate, m.p. 62°-65° C., was obtained.

後処理

  1. additionA mixture of 21.2 g
  2. temperatureat reflux
  3. extractionthe mixture extracted with ether
  4. washThe ether exxtract was washed with water
  5. additionBenzene was added
  6. customto remove traces of water
  7. dissolutionThe residual oil was dissolved in isopropanol
  8. additioncharcoal added
  9. filtrationthe mixture filtered
  10. additionHexane was added
  11. temperaturethe solution cooled

出典と根拠

ORDレコード
ord-746fbc52772b4391993f128acc815931
出典データセット
uspto-grants-1976_11
特許番号
US03991050

反応ノート

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