m-Chloroperbenzoic acid → 6-Methyl-N,N-dicyclopentylnicotinamide-N-oxide

HRID 981054

反応式

HRID 981054 の反応式
[CH3:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]([N:8]([CH:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)[CH:9]2[CH2:13][CH2:12][CH2:11][CH2:10]2)=[O:7])=[CH:4][N:3]=1.ClC1C=CC=C(C(OO)=[O:29])C=1>C(Cl)Cl>[CH3:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]([N+:8]([O-:29])([CH:14]2[CH2:15][CH2:16][CH2:17][CH2:18]2)[CH:9]2[CH2:10][CH2:11][CH2:12][CH2:13]2)=[O:7])=[CH:4][N:3]=1

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 200716326-Methyl-N,N-dicyclopentylnicotinamide

生成物 1

HCID 200716296-Methyl-N,N-dicyclopentylnicotinamide-N-oxide収率 87%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of the product of Example A (0.5 g, 1.84 mmol) in methylene chloride (15 mL), m-chloroperbenzoic acid (485 mg. 85%, 2.38 mmol) was added. After stirring at room temperature for 18 h, the solvent was removed under reduced pressure. The colorless liquid obtained was then chromatographed (silica gel, methylene chloride/methanol 94/6) to give the title compound (460 mg, 87%). 1H NMR (CDCl3) 1.4-2.2(m, 16H), 2.53 (s, 3H), 3.6-3.85 (m,2H), 7.16(dd, J=3, 8 Hz, 1H), 7.25 (d,J=8 Hz, 1H), and 8.24 ppm (d, J=3 Hz, 1H).

後処理

  1. customthe solvent was removed under reduced pressure
  2. customThe colorless liquid obtained
  3. customwas then chromatographed (silica gel, methylene chloride/methanol 94/6)

出典と根拠

ORDレコード
ord-ba9d2994ad2e44bd90fe7b3faa83f2cf
出典データセット
uspto-grants-1991_02
特許番号
US04990518

関連ノート

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