2-Methoxy-4-Methylphenol → Dimethoxy di-p-cresol

HRID 531398

反応式

HRID 531398 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[CH:5][C:4]=1[OH:10]>C(Cl)Cl.O>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[C:5]([C:5]2[C:4]([OH:10])=[C:3]([O:2][CH3:1])[CH:8]=[C:7]([CH3:9])[CH:6]=2)[C:4]=1[OH:10]

参加物

4

反応物 1

HCID 71442-Methoxy-4-Methylphenol

生成物 1

HCID 166971Dimethoxy di-p-cresol収率 60.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

Bu3MeNMnO4 (10.9 g, 34.1 mmol) was dissolved in CH2Cl2 (250 mL) placed in an ice bath and allowed to cool. Then 2-methoxy-4-methylphenol (9.95 g, 72.0 mmol) was added dropwise to the CH2Cl2 solution and allowed to react with stirring for 1 h at 0° C. under N2. The reaction mixture was diluted with H2O (˜200 mL) and the mixture stirred for an additional 30 min. The mixture was filtered through a glass-wool plug to remove the MnO2 and the organic layer separated. The organic layer was washed with 0.1 M HCl (3×150 mL), brine (50 mL), and then dried over MgSO4. Removal of the solvent under reduced pressure afforded 1 as a yellow powder (5.97 g, 60% yield). Purification of 1 was achieved using column chromatography on silica gel and elution with ethyl acetate/hexanes (1/4, v/v) to afford a 50% overall yield.

後処理

  1. customplaced in an ice bath
  2. temperatureto cool
  3. customto react
  4. stirringthe mixture stirred for an additional 30 min
  5. filtrationThe mixture was filtered through a glass-wool plug
  6. customto remove the MnO2
  7. customthe organic layer separated
  8. washThe organic layer was washed with 0.1 M HCl (3×150 mL), brine (50 mL)
  9. dry with materialdried over MgSO4
  10. customRemoval of the solvent under reduced pressure

出典と根拠

ORDレコード
ord-29974e64efcc44118163c0d6c57bb8bc
出典データセット
uspto-grants-2016_05
特許番号
US09353219B1

関連ノート

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