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

HRID 1259089

반응식

HRID 1259089 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-ffcc0f99ca19412cb283d8b33d0bbc84
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08466167B2

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