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

HRID 405138

반응식

HRID 405138 반응식
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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-57635edebc2548bf9ce2ecd6a317cc89
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748624B2

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