N-bromobutanimide → Methyl 5-bromo-3-(bromomethyl)pyridine-2-carboxylate

HRID 216980노트

반응식

HRID 216980 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH3:12])[C:5]([C:8]([O:10][CH3:11])=[O:9])=[N:6][CH:7]=1.[Br:13]N1C(=O)CCC1=O>ClCCl.CC(N=NC(C#N)(C)C)(C#N)C>[Br:1][C:2]1[CH:3]=[C:4]([CH2:12][Br:13])[C:5]([C:8]([O:10][CH3:11])=[O:9])=[N:6][CH:7]=1

참가 물질

5

반응물 2

HCID 67184N-bromobutanimideHCID 45789787Methyl 5-bromo-3-methylpicolinate

생성물 1

HCID 58171990Methyl 5-bromo-3-(bromomethyl)pyridine-2-carboxylate수율 96.4%

시약·촉매·용매 2

HCID 6547Azobisisobutyronitrile촉매HCID 6344Dichloromethane용매2회

실험 절차

Methyl 5-bromo-3-methylpicolinate (800 mg) in dichloromethane (5 mL) was treated with N-bromosuccinimide (619 mg) and AIBN (14.28 mg). The mixture was stirred and irradiated with a 500 W halogen lamp for 3.5 h. The reaction mixture was cooled and diluted with dichloromethane, and washed with water. The organic layer was dried over magnesium sulfate, filtered and evaporated to afford the sub-titled compound (1036 mg).

후처리

  1. temperatureThe reaction mixture was cooled
  2. washwashed with water
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated

출처 및 근거

ORD 기록
ord-b06c4962fa8f42989530d67472629e5c
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193239B2

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