Tributylvinyltin → 1-(Benzyloxy)-4-(buta-1,3-dien-2-yl)benzene

HRID 351429

반응식

HRID 351429 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](I)=[CH2:16])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:18]([Sn](CCCC)(CCCC)CCCC)=[CH2:19]>CN(C=O)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=[CH2:16])[CH:18]=[CH2:19])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 81998TributylvinyltinHCID 184363261-(Benzyloxy)-4-(1-iodoethenyl)benzene

생성물 1

HCID 184363271-(Benzyloxy)-4-(buta-1,3-dien-2-yl)benzene

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
25 °C

실험 절차

1-benzyloxy-4-(1-iodo-vinyl)-benzene (12.0 g, 0.035 mol), vinyl tributyl tin (16.0 mL, 0.056 mol) and PdCl2(CH3CN)2 (150 mg, 0.0579 mmol) were dissolved in DMF (300 mL). The reaction mixture was stirred at 25° C. for 16 h, then partitioned between ethyl acetate (800 mL) and H2O (400 mL). The organic layer was washed by brine, concentrated and purified on SiO2 (15% ethyl acetate/Hexane) to yield 1-benzyloxy-4-(1-methylene-allyl)-benzene.

후처리

  1. custompartitioned between ethyl acetate (800 mL) and H2O (400 mL)
  2. washThe organic layer was washed by brine
  3. concentrationconcentrated
  4. custompurified on SiO2 (15% ethyl acetate/Hexane)

출처 및 근거

ORD 기록
ord-54f9003c181d427dba66d593abb4a352
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07183445B2

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