m-Chloroperbenzoic acid → 3-(4'-Bromo-biphenyl-4-yloxymethyl)-2-methoxy-pyridine 1-oxide

HRID 1716289노트

반응식

HRID 1716289 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:15][C:16]3[C:17]([O:22][CH3:23])=[N:18][CH:19]=[CH:20][CH:21]=3)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C1C=C(Cl)C=C(C(OO)=[O:32])C=1>ClCCl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[CH:10][C:11]([O:14][CH2:15][C:16]3[C:17]([O:22][CH3:23])=[N+:18]([O-:32])[CH:19]=[CH:20][CH:21]=3)=[CH:12][CH:13]=2)=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 685127243-(4'-Bromo-biphenyl-4-yloxymethyl)-2-methoxy-pyridine

생성물 1

HCID 685129393-(4'-Bromo-biphenyl-4-yloxymethyl)-2-methoxy-pyridine 1-oxide

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A mixture of 3-(4′-bromo-biphenyl-4-yloxymethyl)-2-methoxy-pyridine (0.19 g, 0.51 mmol) from Step B and mCPBA (77% max., 0.25 g, 1.13 mmol) in dichloromethane (5 mL) was stirred at room temperature for 3 days. The reaction was diluted with dichloromethane and washed with aqueous Na2SO3 solution, 1N NaOH solution, water and brine. The organic layer was dried over anhydrous K2CO3 and filtered through Celite. The filtrate was concentrated under vacuo and the residue was purified by chromatography (silica gel, 10% MeOH/EtOAc) to give the desired product. MS: 386, 388 (M+H)+.

후처리

  1. washwashed with aqueous Na2SO3 solution, 1N NaOH solution, water and brine
  2. dry with materialThe organic layer was dried over anhydrous K2CO3
  3. filtrationfiltered through Celite
  4. concentrationThe filtrate was concentrated under vacuo
  5. customthe residue was purified by chromatography (silica gel, 10% MeOH/EtOAc)

출처 및 근거

ORD 기록
ord-35d524410574471fafc78517b49a0945
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07803793B2

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