Bromine → 4-Bromo-5-chloro-2-cyanophenol

HRID 326582ノート

反応式

HRID 326582 の反応式
C([O-])(=O)C.[Na+].[Cl:6][C:7]1[CH:8]=[CH:9][C:10]([C:14]#[N:15])=[C:11]([OH:13])[CH:12]=1.[Br:16]Br>CO>[Br:16][C:8]1[C:7]([Cl:6])=[CH:12][C:11]([OH:13])=[C:10]([C:14]#[N:15])[CH:9]=1

参加物

5

反応物 3

HCID 24408BromineHCID 517045Sodium AcetateHCID 34427894-Chloro-2-hydroxybenzonitrile

生成物 1

HCID 197351294-Bromo-5-chloro-2-cyanophenol収率 23.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

反応条件

温度
-78 °C

実験手順

Methanol (100 ml) was added to sodium acetate (1.97 g) and 5-chloro-2-cyanophenol (1.84 g, mp. 155°-157° C.) which was synthesized according to a known method. The mixture was allowed to cool to -78° C., and to the solution was added dropwise a solution of bromine (1.53 g) in methanol (25 ml). After stirring at -78° C. for 30 minutes, the solvent was distilled off under reduced pressure, and ethyl acetate and aqueous potassium bisulfate solution were added to the residue. The ethyl acetate layer was washed with saturated saline solution, dried over anhydrous magnesium sulfate and the solvent was distilled off. The residue was purified by column chromatography on silica gel eluting with ethyl acetate/hexane to obtain 4-bromo-5-chloro-2-cyanophenol (0.53 g, mp. 229°-231° C. (dec.)).

後処理

  1. customwas synthesized
  2. distillationthe solvent was distilled off under reduced pressure, and ethyl acetate and aqueous potassium bisulfate solution
  3. additionwere added to the residue
  4. washThe ethyl acetate layer was washed with saturated saline solution
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off
  7. customThe residue was purified by column chromatography on silica gel eluting with ethyl acetate/hexane

出典と根拠

ORDレコード
ord-a42bd111b63846aa9d096adabfea41f4
出典データセット
uspto-grants-1993_12
特許番号
US05270308

反応ノート

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