Azobisisobutyronitrile → 6-Bromomethyl-nicotinic acid methyl ester

HRID 11709

反応式

HRID 11709 の反応式
[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[N:6][CH:5]=1.N(C(C)(C)C#N)=NC(C)(C)C#N.[Br:24]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][Br:24])=[N:6][CH:5]=1

参加物

5

反応物 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 231548Methyl 6-methylnicotinate

生成物 1

HCID 127522376-Bromomethyl-nicotinic acid methyl ester収率 34.1%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

To a solution of 6-methyl-nicotinic acid methyl ester (0.54 g, 3.57 mmol) in carbon tetrachloride (10 mL) was added 2,2′-azobis(2-methyl-proprionitrile) (0.030 g, 0.18 mmol) and N-bromosuccinimide (0.703 g, 3.95 mmol). The solution was stirred at reflux for 12 hours, cooled and concentrated in vacuo. Flash chromatography on silica gel provided the title compound (0.28 g).

後処理

  1. temperatureat reflux for 12 hours
  2. temperaturecooled
  3. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-fdca795980844515b4650cb5656d3a34
出典データセット
uspto-grants-2006_08
特許番号
US07098212B2

関連ノート

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