N-bromobutanimide → 1-(Bromomethyl)-4-chloro-2-iodobenzene

HRID 2253317

反応式

HRID 2253317 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]([I:9])[CH:3]=1.[Br:10]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:10][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][C:4]=1[I:9]

参加物

5

反応物 2

HCID 67184N-bromobutanimideHCID 141766Benzene, 4-chloro-2-iodo-1-methyl-

生成物 1

HCID 129309611-(Bromomethyl)-4-chloro-2-iodobenzene収率 64.6%

試薬・触媒・溶媒 2

HCID 7187Benzoyl Peroxide触媒HCID 5943Carbon Tetrachloride溶媒

実験手順

A mixture of 4-chloro-2-iodo-1-methylbenzene (3.95 g, 15.6 mmol), N-bromosuccinimide (3.10 g, 17.6 mmol), and benzoyl peroxide (0.1 g) in carbon tetrachloride (100 mL) was heated to reflux for 48 hours, filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 4:100 ethyl acetate/hexanes to provide 3.34 g (64%) of the desired product. MS (DCI/NH3) m/z 330, 332 (M+H)+; 1H NMR (CDCl3) δ 7.85 (d, 1H), 7.40-7.32 (m, 2H), 4.59 (s, 2H).

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 48 hours
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe concentrate was purified by flash column chromatography on silica gel with 4:100 ethyl acetate/hexanes

出典と根拠

ORDレコード
ord-8530ba1e58db4bab820ea6be52f232ec
出典データセット
uspto-grants-2008_01
特許番号
US07323570B2

関連ノート

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