Piperidine → 1-{[6-(4-Phenylbutoxy)-2-naphthyl]methyl}piperidine

HRID 1665980ノート

反応式

HRID 1665980 の反応式
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+].[C:9]1([CH2:15][CH2:16][CH2:17][CH2:18][O:19][C:20]2[CH:21]=[C:22]3[C:27](=[CH:28][CH:29]=2)[CH:26]=[C:25]([CH:30]=O)[CH:24]=[CH:23]3)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>ClC(Cl)C>[C:9]1([CH2:15][CH2:16][CH2:17][CH2:18][O:19][C:20]2[CH:21]=[C:22]3[C:27](=[CH:28][CH:29]=2)[CH:26]=[C:25]([CH2:30][N:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[CH:24]=[CH:23]3)[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

参加物

5

反応物 3

HCID 8082PiperidineHCID 14798Sodium HydroxideHCID 860876276-(4-Phenylbutoxy)-2-formylnaphthalene

生成物 1

HCID 666897451-{[6-(4-Phenylbutoxy)-2-naphthyl]methyl}piperidine

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒

実験手順

To a solution in 6-(4-phenylbutoxy)-2-formylnaphthalene (50 mg) in dichloroethane (0.5 mL), piperidine (20 μL) and triacetoxy sodium borohydride (72 mg) were added, followed by stirring at room temperature for 18 hours. The reaction mixture was added with a 1N aqueous sodium hydroxide solution, and then the mixture was extracted with chloroform. After concentrating the organic layer, the obtained residue was purified by silica gel column chromatography (dichloroform:methanol:acetic acid=120:10:1) to give the title compound (60 mg) having the following physical properties.

後処理

  1. extractionthe mixture was extracted with chloroform
  2. concentrationAfter concentrating the organic layer
  3. customthe obtained residue was purified by silica gel column chromatography (dichloroform:methanol:acetic acid=120:10:1)

出典と根拠

ORDレコード
ord-3174d76e71e04f1ca84730d95e7665e8
出典データセット
uspto-grants-2011_10
特許番号
US08039674B2

反応ノート

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