Benzyl Chloride → 4-(Benzyloxy)-1-bromo-2-chlorobenzene

HRID 269887

反応式

HRID 269887 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[Cl:9].C(=O)([O-])[O-].[K+].[K+].[CH2:16](Cl)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CN(C)C=O>[CH2:16]([O:8][C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[C:3]([Cl:9])[CH:4]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

5

反応物 3

HCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 70181824-Bromo-3-chlorophenol

生成物 1

HCID 223195014-(Benzyloxy)-1-bromo-2-chlorobenzene

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a mixture of 4-bromo-3-chlorophenol (2.5 g), potassium carbonate (2.165 g) and N,N-dimethylformamide (26 mL), benzyl chloride (1.8 mL) was added under cooling with ice. Raising the temperature to the ambient level, the system was stirred for 23 hours. The reaction mixture was poured in saturated saline solution and the product was extracted with ethyl acetate. The organic layer was washed with saturated saline solution, and dried over anhydrous magnesium sulfate. Distilling the solvent off, the remaining crude product was purified on silica gel column chromatography (eluent, hexane: ethyl acetate=10:1) to provide 4-benzyloxy-1-bromo-2-chlorobenzene (3.029 g).

後処理

  1. additionwas added
  2. temperatureunder cooling with ice
  3. temperatureRaising the temperature to the ambient level
  4. additionThe reaction mixture was poured in saturated saline solution
  5. extractionthe product was extracted with ethyl acetate
  6. washThe organic layer was washed with saturated saline solution
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationDistilling the solvent off, the remaining crude product
  9. customwas purified on silica gel column chromatography (eluent, hexane: ethyl acetate=10:1)

出典と根拠

ORDレコード
ord-bbc75ee7135a4452a2b7035e0af7741b
出典データセット
uspto-grants-2008_11
特許番号
US07449466B2

関連ノート

読み込み中…