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

HRID 340221

反応式

HRID 340221 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-de248117621e4c63ae8d5cb3e3b3d08a
出典データセット
uspto-grants-2014_11
特許番号
US08895577B2

関連ノート

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