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

HRID 339983노트

반응식

HRID 339983 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>C(Cl)(Cl)(Cl)Cl.N(C(C)(C)C#N)=NC(C)(C)C#N>[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 49%

시약·촉매·용매 2

HCID 6547Azobisisobutyronitrile촉매HCID 5943Carbon Tetrachloride용매

반응 조건

온도
80 °C

실험 절차

To a solution of methyl 5-bromo-3-methylpyridine-2-carboxylate (1.01 g, 4.39 mmol) in carbon tetrachloride (30.0 mL) was added N-bromosuccinimide (8.60E2 mg, 4.83 mmol) and 2,2′-azo-bis-isobutyronitrile (14.4 mg, 0.0877 mmol). The reaction mixture was stirred at 80° C. for 5 h. The reaction mixture was filtered and the filtrate was concentrated to afford 0.66 g (49% yield) of the desired product.

후처리

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-dc3f77488259432193e4233a0fc00180
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08895571B2

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