1,2-Dichloroethane → 2-Bromo-1,1-diphenylpropene

HRID 1282451ノート

反応式

HRID 1282451 の反応式
[C:1]1([C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:8][CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.ClCCCl.[Br:20]Br.N1C=CC=CC=1>C1(C)C=CC=CC=1>[Br:20][C:8]([CH3:9])=[C:7]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 4

HCID 111,2-DichloroethaneHCID 1049PyridineHCID 24408BromineHCID 2382071,1-Diphenyl-1-propene

生成物 1

HCID 52517812-Bromo-1,1-diphenylpropene収率 53.1%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
0 °C

実験手順

Into a reactor were introduced 19.4 g (100 mmol) of the 1,1-diphenylpropene and 78 mL of 1,2-dichloroethane under a nitrogen atmosphere. The contents were cooled to 0° C., and 15.9 g (100 mmol) of bromine was gradually added dropwise thereto. The resultant mixture was stirred at room temperature for 1 hour. Thereafter, 32.4 mL (400 mmol) of pyridine and 156 mL of toluene were added thereto and this mixture was stirred at 80° C. for 3 hours. After being cooled, the reaction mixture was washed with saturated aqueous sodium hydrogen carbonate solution and saturated aqueous sodium chloride solution and then dried with anhydrous magnesium sulfate. Thereafter, the solvent was removed under reduced pressure. The concentrate was purified by column chromatography and then recrystallized from methanol to obtain 14.5 g (53%) of the target compound as white crystals.

後処理

  1. temperatureAfter being cooled
  2. washthe reaction mixture was washed with saturated aqueous sodium hydrogen carbonate solution and saturated aqueous sodium chloride solution
  3. dry with materialdried with anhydrous magnesium sulfate
  4. customThereafter, the solvent was removed under reduced pressure
  5. customThe concentrate was purified by column chromatography
  6. customrecrystallized from methanol

出典と根拠

ORDレコード
ord-745f7ad93ab94bda99562f14b8485726
出典データセット
uspto-grants-2002_09
特許番号
US06455720B1

反応ノート

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