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

HRID 351429

反応式

HRID 351429 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
25 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-54f9003c181d427dba66d593abb4a352
出典データセット
uspto-grants-2007_02
特許番号
US07183445B2

関連ノート

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