Bromine → 2(4-Dibromomethylphenyl)pyridine

HRID 1066402노트

반응식

HRID 1066402 반응식
C1(C)C=CC(C2C=CC=CN=2)=CC=1.[Br:14]Br.[Br:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=2)=[CH:20][CH:19]=1>ClC1C=CC=CC=1>[Br:16][CH:17]([Br:14])[C:18]1[CH:19]=[CH:20][C:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=2)=[CH:22][CH:23]=1

참가 물질

5

반응물 3

HCID 24408BromineHCID 782192-(p-Tolyl)pyridineHCID 98875912-(4-Bromomethylphenyl)pyridine

생성물 1

HCID 98266562(4-Dibromomethylphenyl)pyridine수율 60.7%

시약·촉매·용매 1

HCID 7964Chlorobenzene용매

반응 조건

온도
115 °C

실험 절차

In a 100 ml four neck flask were placed 2-(4-tolyl)pyridine (5.0 g, 29.6 mmol) and chlorobenzene (18 ml), and bromine (9.4 g, 59.1 mmol) was added dropwise while heating the mixture at 110-120° C. over 12 hours. The reaction mixture was stirred with heating at a temperature in the above-mentioned range for 1 hour and analyzed by HPLC. As a result, 2-(4-bromomethylphenyl)pyridine was confirmed to have been produced in a 60.7% yield. The obtained reaction mixture was cooled and the precipitated 2-(4-bromomethylphenyl)pyridine salt was collected by filtration. The filtrate was neutralized with 5% aqueous sodium hydroxide solution. After washing with water, the mixture was dried over anhydrous magnesium sulfate. Chlorobenzene was evaporated under reduced pressure and the residue was subjected to silica gel column chromatography (eluent: ethyl acetate-hexane) to give 2-(4-dibromomethylphenyl)pyridine in a 1.2 g yield. From the 1H-NMR analysis, the product was found to be 2-(4-dibromomethylphenyl)pyridine.

후처리

  1. additionwas added dropwise
  2. temperaturewith heating at a temperature in the above-mentioned range for 1 hour
  3. customto have been produced in a 60.7% yield
  4. customThe obtained reaction mixture
  5. temperaturewas cooled
  6. filtrationthe precipitated 2-(4-bromomethylphenyl)pyridine salt was collected by filtration
  7. washAfter washing with water
  8. dry with materialthe mixture was dried over anhydrous magnesium sulfate
  9. customChlorobenzene was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-50dddf891cc949058a78d0eec2c3e6a2
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06242608B1

반응 노트

불러오는 중…