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Bromoform → 1,1-Dibromo-2,2-diphenylcyclopropane

HRID 1247698
ノート
印刷プレビュー

反応式

HRID 1247698 の反応式
[CH3:1]C(C)([O-])C.[K+].[C:7]1([CH:13]=[CH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:12]=[CH:11][CH:10]=[CH:9]C=1.CCCCCC.[CH:27]([Br:30])(Br)[Br:28]>O>[Br:28][C:27]1([Br:30])[CH2:1][C:14]1([C:13]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:7]=1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 5558BromoformHCID 8058HexaneHCID 11502StilbeneHCID 23665647Potassium tert-butoxide

生成物 1

HCID 2912041,1-Dibromo-2,2-diphenylcyclopropane収率 56%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
-5 °C

実験手順

Under a nitrogen atmosphere, potassium tert-butoxide (14.8 g, 132 mmol), diphenylethylene (13.2 g, 73.3 mmol) and hexane (75 ml) were placed in a reaction flask and cooled to −5° C. To this, bromoform (24.1 ml, 95.4 mmol) was added gradually, and the mixture was stirred at the same temperature for 30 minutes. Then, water was added to the reaction mixture and the organic layer was extracted with toluene. The toluene extract was dried over anhydrous magnesium sulfate and then the solvent was removed under reduced pressure. The residue was recrystallized from a mixed solvent of isopropanol and toluene to give the title compound (14.4 g, 56%) as white crystal.

後処理

  1. extractionthe organic layer was extracted with toluene
  2. extractionThe toluene extract
  3. dry with materialwas dried over anhydrous magnesium sulfate
  4. customthe solvent was removed under reduced pressure
  5. customThe residue was recrystallized from a mixed solvent of isopropanol and toluene

出典と根拠

ORDレコード
ord-62337468c5a54a979fd8db2e2325261b
出典データセット
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07129367B2

反応ノート

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