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

HRID 1392630ノート

反応式

HRID 1392630 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒

実験手順

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 (60 mL) and washed with saturated Na2CO3, 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).

後処理

  1. washwashed with saturated Na2CO3
  2. dry with materialbrine, and dried
  3. concentrationConcentration at reduced pressure

出典と根拠

ORDレコード
ord-8e92bd9f81e6466cbfc168a6eb3a1173
出典データセット
uspto-grants-2008_03
特許番号
US07342115B2

反応ノート

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