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Benzene, 1-bromo-3-ethyl- → 3-Ethylstyrene

HRID 397724
ノート
印刷プレビュー

反応式

HRID 397724 の反応式
BrC1C=CC=C(CC)C=1.[CH2:10]([C:14]([Sn])=[C:15]([CH2:20][CH2:21][CH2:22][CH3:23])[CH2:16][CH2:17][CH2:18]C)CCC>CN(C)C=O>[CH2:22]([C:21]1[CH:20]=[C:15]([CH:14]=[CH2:10])[CH:16]=[CH:17][CH:18]=1)[CH3:23]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 123170Benzene, 1-bromo-3-ethyl-HCID 53438229Tri(butyl)vinyltin

生成物 1

HCID 241433-Ethylstyrene収率 98%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
75 °C

実験手順

To a solution of 1-bromo-3-ethylbenzene (2.0 g, 10.8 mmol) in deoxygenated N,N-dimethylformamide (50 ml) under nitrogen was added tributylvinyltin (5.0 g, 16.2 mmol) and tetrakistriphenylphosphine palladium (0) (500 mg, 4 mol %) and the reaction mixture was heated to 75° C. for 7 h. The cooled reaction mixture was poured onto water (400 ml) and extracted with diethyl ether (5×200 ml). The combined extracts were dried (MgSO4), filtered and concentrated in vacuo to afford the crude product. This was distilled under reduced pressure to afford a residue that was partitioned between water and hexane. The layers were separated and the aqueous layer was extracted with hexane. The combined extracts were dried (MgSO4), filtered and concentrated in vacuo to afford the title compound as a colourless oil (1.4 g, 98%).

後処理

  1. customThe cooled reaction mixture
  2. additionwas poured onto water (400 ml)
  3. extractionextracted with diethyl ether (5×200 ml)
  4. dry with materialThe combined extracts were dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customto afford the crude product
  8. distillationThis was distilled under reduced pressure
  9. customto afford a residue that
  10. customwas partitioned between water and hexane
  11. customThe layers were separated
  12. extractionthe aqueous layer was extracted with hexane
  13. dry with materialThe combined extracts were dried (MgSO4)
  14. filtrationfiltered
  15. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-ce80f71b5d28447cbc00cf4d9786e3a5
出典データセット
uspto-grants-2003_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06610711B2

反応ノート

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