Benzoyl Peroxide → Methyl 5-(bromomethyl)pyridine-2-carboxylate

HRID 1777538

反応式

HRID 1777538 の反応式
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([O:10][CH3:11])=[O:9])=[N:6][CH:7]=1.[Br:12]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:12][CH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([O:10][CH3:11])=[O:9])=[N:6][CH:7]=1

参加物

5

反応物 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 268759Methyl 5-methylpicolinate

生成物 1

HCID 19699469Methyl 5-(bromomethyl)pyridine-2-carboxylate

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

To a mixture of methyl 5-methylpicolinate (1.25 g; 8.27 mmol) in carbon tetrachloride (45 mL) was added N-bromosuccinimide (1.78 g, 9.92 mmol) and benzoyl peroxide (0.205 g; 0.827 mmol). The mixture was refluxed for 18 hours and the resulting suspension was concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (eluent 0 to 8% ethyl acetate in dichloromethane) to 0.450 g (24%) of methyl 5-(bromomethyl)picolinate as a beige solid.

後処理

  1. temperatureThe mixture was refluxed for 18 hours
  2. concentrationthe resulting suspension was concentrated under reduced pressure
  3. customThe residue was purified by flash chromatography on silica gel (eluent 0 to 8% ethyl acetate in dichloromethane) to 0.450 g (24%) of methyl 5-(bromomethyl)picolinate as a beige solid

出典と根拠

ORDレコード
ord-39f8b697f6ad48588debfcbbfb163201
出典データセット
uspto-grants-2016_02
特許番号
US09266832B2

関連ノート

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