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Carbon tetrabromide → 4-(2,2-Dibromoethenyl)-1,1'-biphenyl

HRID 2234149
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HRID 2234149 반응식
[Br:1][C:2]([Br:5])(Br)Br.[C:6]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:11]=[CH:10][C:9]([CH:12]=O)=[CH:8][CH:7]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(=O)([O-])O.[Na+]>C(Cl)Cl>[Br:1][C:2]([Br:5])=[CH:12][C:9]1[CH:10]=[CH:11][C:6]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[CH:7][CH:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 76689(1,1'-Biphenyl)-4-carboxaldehydeHCID 516892Sodium Bicarbonate

생성물 1

HCID 166411304-(2,2-Dibromoethenyl)-1,1'-biphenyl

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Tetrabromomethane (21.8 g, 166 mmol) was added to a cooled solution of biphenyl-4-carbaldehyde (10.0 g, 54.9 mmol) and triphenylphosphine (35.5 g, 131.8 mmol) in dry methylene chloride (100 mL). Reaction mixture was stirred for 3 h at ambient temperature and saturated solution of sodium hydrogen carbonate (50 mL) was added. The organic layer was washed with water (50 mL), dried with anhydrous magnesium sulfate and subsequently evaporated in vacuo. The crude product was twice re-crystallized from methanol giving 1,1-dibromo-2-(4-biphenylyl)ethene as a white solid.

후처리

  1. customReaction mixture
  2. washThe organic layer was washed with water (50 mL)
  3. dry with materialdried with anhydrous magnesium sulfate
  4. customsubsequently evaporated in vacuo
  5. customThe crude product was twice re-crystallized from methanol

출처 및 근거

ORD 기록
ord-0a5324338173405186a47efd28131b75
출처 데이터셋
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07709528B2

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