Benzoyl Peroxide → HCID 117727907, 화합물

HRID 1772681노트

반응식

HRID 1772681 반응식
[CH3:1][C:2]1[CH:11]=[C:10]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.C1C(=O)N([Br:42])C(=O)C1>C(Cl)(Cl)(Cl)Cl>[Br:42][CH2:1][C:2]1[CH:11]=[C:10]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

참가 물질

5

반응물 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimide2회HCID 1074072ethyl 2-methylquinoline-4-carboxylate

생성물 1

HCID 117727907HCID 117727907, 화합물

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

To a refluxing solution of ethyl 2-methylquinoline-4-carboxylate (1.6 g, 7.60 mmol) in CCl4 (150 mL), benzoyl peroxide (186 mg, 0.767 mmol) was added followed by NBS (750 g, 4.23 mmol). After 1 h, a second batch of NBS (750 g, 4.23 mmol) was added and the refluxing was continued overnight. The reaction mixture was allowed to cool to rt and washed with satd. Na2CO3. The organic layer was separated, dried (Na2SO4) and concentrated. The residue obtained was purified by flash column chromatography on silica gel (0:100-2:3 EtOAc/heptanes) to obtain ethyl 2-(bromomethyl)quinoline-4-carboxylate. Mass Spectrum (LCMS, ESI pos.) Calcd. For C13H12BrNO2: 294.0 (M+H). Found 294.1.

후처리

  1. waitthe refluxing was continued overnight
  2. washwashed with satd
  3. customThe organic layer was separated
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated
  6. customThe residue obtained
  7. customwas purified by flash column chromatography on silica gel (0:100-2:3 EtOAc/heptanes)

출처 및 근거

ORD 기록
ord-a55eabd800994591ad4ed961dcf14b64
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09249163B2

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