Benzene → Methyl 5-(2-(bromomethyl)-5-chlorophenyl)picolinate

HRID 405138

反応式

HRID 405138 の反応式
C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.C1C=CC=CC=1.[Cl:25][C:26]1[CH:27]=[CH:28][C:29]([CH3:42])=[C:30]([C:32]2[CH:33]=[CH:34][C:35]([C:38]([O:40][CH3:41])=[O:39])=[N:36][CH:37]=2)[CH:31]=1.C1C(=O)N([Br:50])C(=O)C1>CCOC(C)=O>[Br:50][CH2:42][C:29]1[CH:28]=[CH:27][C:26]([Cl:25])=[CH:31][C:30]=1[C:32]1[CH:33]=[CH:34][C:35]([C:38]([O:40][CH3:41])=[O:39])=[N:36][CH:37]=1

参加物

6

反応物 4

HCID 241BenzeneHCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 71060066Methyl 5-(5-chloro-2-methylphenyl)picolinate

生成物 1

HCID 86674247Methyl 5-(2-(bromomethyl)-5-chlorophenyl)picolinate

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

Solid benzoyl peroxide (496 mg, 2.0 mmol) was added to a benzene solution (50 mL) of methyl 5-(5-chloro-2-methylphenyl)picolinate (3.6 g, 13.6 mmol) and NBS (2.7 g, 15.0 mmol) and the resulting mixture was refluxed. After 16 h the resulting mixture was cooled, diluted with EtOAc, washed with water and brine, dried (Na2SO4), and dry packed onto silica gel. Column chromatography yielded the title compound.

後処理

  1. temperaturethe resulting mixture was refluxed
  2. temperatureAfter 16 h the resulting mixture was cooled
  3. washwashed with water and brine
  4. dry with materialdried (Na2SO4)
  5. customdry

出典と根拠

ORDレコード
ord-57635edebc2548bf9ce2ecd6a317cc89
出典データセット
uspto-grants-2014_06
特許番号
US08748624B2

関連ノート

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