m-Chloroperbenzoic acid → 6-(2,6-diethyl-phenyl)-4-ethyl-nicotinic acid methyl ester N-oxide

HRID 251598노트

반응식

HRID 251598 반응식
[CH3:1][O:2][C:3](=[O:22])[C:4]1[C:9]([CH2:10][CH3:11])=[CH:8][C:7]([C:12]2[C:17]([CH2:18][CH3:19])=[CH:16][CH:15]=[CH:14][C:13]=2[CH2:20][CH3:21])=[N:6][CH:5]=1.ClC1C=C(C=CC=1)C(OO)=[O:28]>C(Cl)Cl.CCOCC>[CH3:1][O:2][C:3](=[O:22])[C:4]1[C:9]([CH2:10][CH3:11])=[CH:8][C:7]([C:12]2[C:17]([CH2:18][CH3:19])=[CH:16][CH:15]=[CH:14][C:13]=2[CH2:20][CH3:21])=[N+:6]([O-:28])[CH:5]=1

참가 물질

5

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 596783286-(2,6-Diethyl-phenyl)-4-ethyl-nicotinic acid methyl ester

생성물 1

HCID 669936046-(2,6-diethyl-phenyl)-4-ethyl-nicotinic acid methyl ester N-oxide

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

실험 절차

A mixture of 6-(2,6-diethyl-phenyl)-4-ethyl-nicotinic acid methyl ester (2.1 g, 7.1 mmol) and 3-chloroperoxybenzoic acid (77%, 1.9 g) in CH2Cl2 (50 mL) is stirred at room temperature overnight. The mixture is diluted with ether (600 mL) and washed with saturated Na2CO35 then brine, and dried. Concentration at reduced pressure gives 6-(2,6-diethyl-phenyl)-4-ethyl-nicotinic acid methyl ester N-oxide. 1H NMR (CDCl3) 8.89 (s, 1H), 7.26 (t, 1H), 7.19 (m, 3H), 3.95 (s, 3H), 3.02 (q, 2H), 2.04 (m, 2H), 2.30 (m, 2H), 1.26 (t, 3H), 1.11 (t, 6H).

후처리

  1. washwashed with saturated Na2CO35 then brine
  2. customdried
  3. concentrationConcentration at reduced pressure

출처 및 근거

ORD 기록
ord-5857651ae45c4098aba0df174ca86cae
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863454B2

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