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Tetrahydrofuran → 1,1-Diphenyl-2-(diphenylphosphino)propene

HRID 1282452
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HRID 1282452 반응식
Br[C:2]([CH3:16])=[C:3]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C1COCC1.C([Li])CCC.Cl[P:28]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>O>[C:4]1([C:3]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[C:2]([P:28]([C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH3:16])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 66180ChlorodiphenylphosphineHCID 52517812-Bromo-1,1-diphenylpropeneHCID 178418339Butyllithium

생성물 1

HCID 120108231,1-Diphenyl-2-(diphenylphosphino)propene수율 60%

시약·촉매·용매 1

HCID 962Water용매

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온도
-70 °C

실험 절차

Into a reactor were introduced 1.37 g (5.00 mmol) of the 2-bromo-1,1-diphenylpropene and 14 mL of THF under a nitrogen atmosphere. The contents were cooled to −70° C., and 3.4 mL (5.5 mmol; 1.6 M hexane solution) of butyllithium was gradually added dropwise thereto. The resultant mixture was stirred for 30 minutes. Thereafter, 1.1 mL (6.0 mmol) of chlorodiphenylphosphine was added, and this mixture was heated to room temperature and then stirred for 13 hours. Water was added to the reaction mixture. The organic layer was extracted with ethyl acetate, and the extract was dried with anhydrous magnesium sulfate. Thereafter, the solvent was removed under reduced pressure. The concentrate was recrystallized from ethanol to obtain 1.08 g (60%) of the target compound as white crystals.

후처리

  1. temperaturethis mixture was heated to room temperature
  2. extractionThe organic layer was extracted with ethyl acetate
  3. dry with materialthe extract was dried with anhydrous magnesium sulfate
  4. customThereafter, the solvent was removed under reduced pressure
  5. customThe concentrate was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-13f6c42240234d98b1f1d4f6297d04b4
출처 데이터셋
uspto-grants-2002_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06455720B1

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