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

HRID 1247698
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인쇄 미리보기

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HRID 1247698 반응식
[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
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

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

생성물 1

HCID 2912041,1-Dibromo-2,2-diphenylcyclopropane수율 56%

시약·촉매·용매 1

HCID 962Water용매

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온도
-5 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-62337468c5a54a979fd8db2e2325261b
출처 데이터셋
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07129367B2

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