N-bromobutanimide → 4-(3-Cyano-2-thienyl)benzyl bromide

HRID 1769203ノート

反応式

HRID 1769203 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][CH:10]=[CH:11][C:12]=2[C:13]#[N:14])=[CH:4][CH:3]=1.[Br:15]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.N1(C2CCCCCCCC2)CCCCCCCC1>[Br:15][CH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[S:9][CH:10]=[CH:11][C:12]=2[C:13]#[N:14])=[CH:6][CH:7]=1

参加物

5

反応物 2

HCID 67184N-bromobutanimideHCID 200928362-(4-Methylphenyl)thiophene-3-carbonitrile

生成物 1

HCID 200928574-(3-Cyano-2-thienyl)benzyl bromide収率 67.1%

試薬・触媒・溶媒 2

HCID 18706763HCID 18706763、化合物触媒HCID 5943Carbon Tetrachloride溶媒

実験手順

A mixture of 2-(4-methylphenyl)-3-cyanothiophene (1.5 g, 7.5 mmol), N-bromosuccinimide (1.34 g, 7.5 mmol), and azabicyclononane (20 mg) in carbon tetrachloride was irradiated with UV light for one hour. The reaction mixture was cooled, and the solid filtered off. The filtrate was concentrated, and the residue purified by flash chromatography, eluting with 5% ethyl acetate/hexane, to yield 2-(4-bromomethylphenyl)-3-cyanothiophene 1.4 g, m.p. 68-75 (slightly impure, used as such).

後処理

  1. customwas irradiated with UV light for one hour
  2. temperatureThe reaction mixture was cooled
  3. filtrationthe solid filtered off
  4. concentrationThe filtrate was concentrated
  5. customthe residue purified by flash chromatography
  6. washeluting with 5% ethyl acetate/hexane

出典と根拠

ORDレコード
ord-70b25ef575a847cf88367ef29622c2c9
出典データセット
uspto-grants-1995_01
特許番号
US05380739

反応ノート

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