Benzoyl Peroxide → 2-(1-Bromoethyl)pyridine

HRID 335084

반응식

HRID 335084 반응식
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)[CH3:2].C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.[Br:27]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:27][CH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)[CH3:2]

참가 물질

5

반응물 3

HCID 7187Benzoyl PeroxideHCID 75232-EthylpyridineHCID 67184N-bromobutanimide

생성물 1

HCID 153736572-(1-Bromoethyl)pyridine수율 49.9%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

2-Ethylpyridine (20.0 g, 186.65 mmol) was placed in carbon tetrachloride (830 mL) and benzoyl peroxide (4.5211 g, 18.665 mmol) and 1-bromopyrrolidine-2,5-dione (33.221 g, 186.65 mmol) were added. The reaction mixture was heated to reflux for 18 hours, then cooled to room temperature and filtered. The filtrate was concentrated and the residue was purified over a plug of silica to give 2-(1-bromoethyl)pyridine (17.312 g, 49.9%). 1H NMR (CDCl3) δ 8.58 (d, 1H), 7.69 (td, 1H), 7.76 (d, 1H), 7.20 (dd, 1H), 5.24 (q, 1H), 2.08 (d, 3H)

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 18 hours
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated
  5. customthe residue was purified over a plug of silica

출처 및 근거

ORD 기록
ord-b6cd741540ee4b83a966361d0022c63f
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08883828B2

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