Methyl iodide → 1-Methoxymethyloxy-2,3,4,5-tetramethoxybenzene

HRID 1770240ノート

反応式

HRID 1770240 の反応式
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([O:13][CH3:14])=[C:7]([O:15][CH3:16])[C:6]=1[OH:17].[C:18](=O)([O-])[O-].[K+].[K+].IC>CN(C=O)C>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([O:13][CH3:14])=[C:7]([O:15][CH3:16])[C:6]=1[O:17][CH3:18]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 200957092-Methoxymethyloxy-4,5,6-trimethoxyphenol

生成物 1

HCID 134955321-Methoxymethyloxy-2,3,4,5-tetramethoxybenzene

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
45 °C

実験手順

11.5 g of 2-methoxymethyloxy-4,5,6-trimethoxyphenol prepared in Referential Example 12 and 23.0 g of potassium carbonate were suspended in 100 ml of DMF. The suspension was heated at 45° C. while stirring, and 5.2 ml of iodomethane was dropwise added thereto. After the completion of the dropwise addition, the mixture was heated for 30 min, cooled and separated by filtration. 1 l of water was added to the mother liquor, and the mixture was 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 6.2 g of the product compound as a colorless oleaginous substance.

後処理

  1. additionAfter the completion of the dropwise addition
  2. temperaturethe mixture was heated for 30 min
  3. temperaturecooled
  4. customseparated by filtration
  5. addition1 l of water was added to the mother liquor
  6. extractionthe mixture was extracted with ethyl acetate
  7. washThe organic phase was washed with water
  8. dry with materialdried over anhydrous magnesium sulfate
  9. distillationthe solvent was distilled off
  10. customThe residue was purified by silica gel column chromatography (eluent; n-hexane:ethyl acetate=85:15)
  11. customto prepare 6.2 g of the product compound as a colorless oleaginous substance

出典と根拠

ORDレコード
ord-24137d98f4654c7cac6e5c6e711c87c9
出典データセット
uspto-grants-1995_01
特許番号
US05385942

反応ノート

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