1-Bromooctane → 5-octyl-2-(4-octyloxyphenyl)pyridine N-oxide

HRID 1780542

反応式

HRID 1780542 の反応式
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH2:12]([C:20]1[CH:21]=[CH:22][C:23]([C:26]2[CH:31]=[CH:30][C:29]([O:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40])=[CH:28][CH:27]=2)=[N:24][CH:25]=1)[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].C(OC1C=CC([Li])=CC=1)CCCCCCC.BrCCCCCCCC>C(Cl)Cl.N1C=CC=CC=1>[CH2:12]([C:20]1[CH:21]=[CH:22][C:23]([C:26]2[CH:31]=[CH:30][C:29]([O:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40])=[CH:28][CH:27]=2)=[N+:24]([O-:9])[CH:25]=1)[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

参加物

7

反応物 4

HCID 81401-BromooctaneHCID 70297m-Chloroperbenzoic acidHCID 3126238Pyridine, 5-octyl-2-[4-(octyloxy)phenyl]-HCID 178506738HCID 178506738、化合物

生成物 1

HCID 543682835-octyl-2-(4-octyloxyphenyl)pyridine N-oxide収率 65.2%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 3.03 g (12.3 mmol) of 3-chloroperbenzoic acid in 30 ml of methylene chloride is added dropwise at a temperature of 0° to 5° C. to 3.23 g (8.2 mmol) of 5-octyl-2-(4-octyloxyphenyl)pyridine (prepared, for example, analogously to C. S. Giam, J. Staut, J. Chem. Soc., Chem. Commun. 478 (1970) from pyridine, 4-octyloxyphenyllithium and 1-bromooctane) in 30 ml of methylene chloride. After a reaction time of 3 hours at room temperature, the mixture is washed once with 5% sodium carbonate and twice with sodium chloride solution, the organic phase is dried over sodium sulfate, filtered off, and the solvent is removed by distillation. Purification of the residue by chromatography (silica gel, 8:2 methylene chloride/ethyl acetate) gives 2.20 g of 5-octyl-2-(4-octyloxyphenyl)pyridine N-oxide. ##STR13##

後処理

  1. washAfter a reaction time of 3 hours at room temperature, the mixture is washed once with 5% sodium carbonate and twice with sodium chloride solution
  2. dry with materialthe organic phase is dried over sodium sulfate
  3. filtrationfiltered off
  4. customthe solvent is removed by distillation
  5. customPurification of the residue by chromatography (silica gel, 8:2 methylene chloride/ethyl acetate)

出典と根拠

ORDレコード
ord-4e58e304ac9a499eb2b7ec70627013d7
出典データセット
uspto-grants-1997_05
特許番号
US05630962

関連ノート

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