m-Chloroperbenzoic acid → 4-(4-isopropyl-phenyl)-pyridine-N-oxide

HRID 628833노트

반응식

HRID 628833 반응식
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].ClC1C=C(C=CC=1)C(OO)=[O:21]>ClCCl>[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][N+:13]([O-:21])=[CH:14][CH:15]=2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acid2회HCID 229510894-(4-Isopropylphenyl)pyridine

생성물 1

HCID 692333644-(4-isopropyl-phenyl)-pyridine-N-oxide수율 78.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Part B. A solution of 4-(4-isopropyl-phenyl)-pyridine (1.01 g, 5.1 mmol) in dichloromethane (20 mL) is cooled to 0° C., and a solution of m-chloroperoxybenzoic acid (1.33 g, 7.6 mmol) in dichloromethane (20 mL) is added dropwise. The mixture is allowed to warm to ambient temperature over 12 h. with stirring, then heated to reflux for 2 h. An excess of m-chloroperoxybenzoic acid (0.5 g) is added, and reflux continued for 2 h. The solution is cooled and washed successively with 10% aq. sodium sulfite, 10% aq. sodium carbonate and saturated brine. The organic phase is dried over anhydrous magnesium sulfate and evaporated. The residue is separated by flash chromatography to afford 4-(4-isopropyl-phenyl)-pyridine-N-oxide (0.85 g, 78%).

후처리

  1. temperatureheated
  2. temperatureto reflux for 2 h
  3. temperaturereflux
  4. temperatureThe solution is cooled
  5. washwashed successively with 10% aq. sodium sulfite, 10% aq. sodium carbonate and saturated brine
  6. dry with materialThe organic phase is dried over anhydrous magnesium sulfate
  7. customevaporated
  8. customThe residue is separated by flash chromatography

출처 및 근거

ORD 기록
ord-110aa4dd2e394564ad89aa603fd11b83
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315467B2

반응 노트

불러오는 중…