3,4-二甲氧基碘代苯 → 4-Phenoxycatechol dimethyl ether

HRID 1111682笔记

反应方程式

HRID 1111682 反应方程式
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]

参与物

4

反应物 2

HCID 2303073,4-二甲氧基碘代苯HCID 4445035苯酚钠

产物 1

HCID 113792174-Phenoxycatechol dimethyl ether

试剂、催化剂与溶剂 1

HCID 23978铜催化剂

实验过程

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.

后处理

  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

来源与证据

ORD记录
ord-1fd62c14731248899ee72535d88a4184
来源数据集
uspto-grants-1978_10
专利号
US04118507

反应笔记

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