4-Iodo-1,2-dimethoxybenzene → 4-Phenoxycatechol dimethyl ether

HRID 1111682

反応式

HRID 1111682 の反応式
I[C:2]1[CH:3]=[C:4]([O:10][CH3:11])[C:5]([O:8][CH3:9])=[CH:6][CH:7]=1.[O-:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[Na+]>[Cu]>[CH3:9][O:8][C:5]1[C:4](=[CH:3][C:2]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:7][CH:6]=1)[O:10][CH3:11]

参加物

4

反応物 2

HCID 2303074-Iodo-1,2-dimethoxybenzeneHCID 4445035Phenolate Sodium

生成物 1

HCID 113792174-Phenoxycatechol dimethyl ether

試薬・触媒・溶媒 1

HCID 23978Copper触媒

実験手順

R = 4-phenoxy. Heating a mixture of 4-iodoveratrol (Janssen et al., J. Org. Chem. 20, 1326 (1955)), sodium phenoxide and a catalytic amount of copper powder at about 200° C. for about 4 hours, then pouring the mixture over ice, extracting the mixture with an organic solvent such as ether, drying the extract, stripping the solvent and distilling the residue to give 4-phenoxycatechol dimethyl ether. Treating this product with an anhydrous aluminum chloride/sodium chloride melt (Janssen et al., supra), pouring the resulting mixture into ice-hydrochloric acid, extracting the mixture with an organic solvent, stripping the solvent under reduced pressure and fractionally distilling the residue gives the desired 4-phenoxycatechol.

後処理

  1. temperatureHeating
  2. additionpouring the mixture over ice
  3. extractionextracting the mixture with an organic solvent such as ether
  4. customdrying the extract
  5. distillationdistilling the residue

出典と根拠

ORDレコード
ord-1fd62c14731248899ee72535d88a4184
出典データセット
uspto-grants-1978_10
特許番号
US04118507

関連ノート

読み込み中…