m-Chloroperbenzoic acid → 3-(benzyloxy)-5-bromopyridine N-oxide

HRID 340221

반응식

HRID 340221 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[N:11][CH:12]=[C:13]([Br:15])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClC1C=CC=C(C(OO)=[O:24])C=1>ClCCl>[CH2:1]([O:8][C:9]1[CH:10]=[N+:11]([O-:24])[CH:12]=[C:13]([Br:15])[CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 153891983-(Benzyloxy)-5-bromopyridine

생성물 1

HCID 582134893-(benzyloxy)-5-bromopyridine N-oxide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 3-(benzyloxy)-5-bromopyridine (from step 1) (1.0 eq.) and meta-chloroperbenzoic acid (mCPBA) (4.0 eq.) in dichloromethane (0.1 M) was stirred at room temperature for 18 hours. The reaction was quenched with saturated aqueous NaHCO3 solution and extracted with dichloromethane three times. The combined organic layers were dried over anhydrous MgSO4 and concentrated en vacuo. The crude residue was purified by a COMBIFLASH® system (ISCO) using 0-100% ethyl acetate in hexane to give 3-(benzyloxy)-5-bromopyridine 1-oxide.

후처리

  1. customThe reaction was quenched with saturated aqueous NaHCO3 solution
  2. extractionextracted with dichloromethane three times
  3. dry with materialThe combined organic layers were dried over anhydrous MgSO4
  4. concentrationconcentrated en vacuo
  5. customThe crude residue was purified by a COMBIFLASH® system (ISCO)

출처 및 근거

ORD 기록
ord-de248117621e4c63ae8d5cb3e3b3d08a
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08895577B2

연결된 노트

불러오는 중…