Boron Trichloride → 4-Methoxy-5-methyl-2-nitrophenol

HRID 2354351

反応式

HRID 2354351 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([O:8]C)[C:5]([N+:10]([O-:12])=[O:11])=[CH:4][C:3]=1[O:13][CH3:14].B(Cl)(Cl)Cl>C(Cl)Cl>[CH3:1][C:2]1[C:3]([O:13][CH3:14])=[CH:4][C:5]([N+:10]([O-:12])=[O:11])=[C:6]([OH:8])[CH:7]=1

参加物

4

反応物 2

HCID 25135Boron TrichlorideHCID 27780951,4-Dimethoxy-2-methyl-5-nitrobenzene

生成物 1

HCID 574186644-Methoxy-5-methyl-2-nitrophenol収率 99.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
-20 °C

実験手順

1-Methyl-2,5-bis(methyloxy)-4-nitrobenzene (3.96 g, 20 mmol) was dissolved in CH2Cl2 (20 mL) and cooled to −20° C. A solution of BCl3 (1.0 M) in CH2Cl2 (20 mL) was added to above solution drop wise over 5 minutes. A purple solution was obtained. The reaction mixture was slowly warmed to room temperature and stirred for 20 h. The mixture was then quenched with saturated Na2CO3, stirred for 10 minutes and then extracted with EtOAc (3×100 mL). The organic extracts were combined, washed with water, brine, and dried (Na2SO4). The solvent was removed via rotovap to give the title compound (3.65 g, 99%) as a yellow solid. MS (ES) m/e 184 [M+H]+.

後処理

  1. customA purple solution was obtained
  2. temperatureThe reaction mixture was slowly warmed to room temperature
  3. customThe mixture was then quenched with saturated Na2CO3
  4. stirringstirred for 10 minutes
  5. extractionextracted with EtOAc (3×100 mL)
  6. washwashed with water, brine
  7. dry with materialdried (Na2SO4)
  8. customThe solvent was removed via rotovap

出典と根拠

ORDレコード
ord-797535c02a53441781def30f7c9df803
出典データセット
uspto-grants-2010_07
特許番号
US07749998B2

関連ノート

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