Azobisisobutyronitrile → 6-Bromomethyl-nicotinic acid methyl ester

HRID 11709

반응식

HRID 11709 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 127522376-Bromomethyl-nicotinic acid methyl ester수율 34.1%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-fdca795980844515b4650cb5656d3a34
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07098212B2

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