rel-(2R,6S)-2,6-Dimethylpiperidine → 1-(2-(2,6-Dimethylpiperidyl)ethoxy)-4-((4-chloronaphthyloxy)methyl)benzene

HRID 353599

反応式

HRID 353599 の反応式
Cl[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][O:12][C:13]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16]([Cl:23])=[CH:15][CH:14]=2)=[CH:7][CH:6]=1.[CH3:24][C@H:25]1[CH2:30][CH2:29][CH2:28][C@@H:27]([CH3:31])[NH:26]1>>[CH3:24][CH:25]1[CH2:30][CH2:29][CH2:28][CH:27]([CH3:31])[N:26]1[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][O:12][C:13]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16]([Cl:23])=[CH:15][CH:14]=2)=[CH:7][CH:6]=1

参加物

3

反応物 2

HCID 641768rel-(2R,6S)-2,6-DimethylpiperidineHCID 235143952-Chloro-1-(4-((4-chloronaphthyloxy)methyl)phenoxy)ethane

生成物 1

HCID 235144091-(2-(2,6-Dimethylpiperidyl)ethoxy)-4-((4-chloronaphthyloxy)methyl)benzene収率 47.2%

実験手順

A stirred mixture of 0.4 grams (0.001 mole) of 2-chloro-1-(4-((4-chloronaphthyloxy)methyl)phenoxy)ethane and 5 mL (0.037 mole) of cis-2,6-dimethylpiperidine was heated to just below reflux for about 72 hours. After this time, the reaction mixture was analyzed by thin layer chromatography (TLC), which indicated the reaction was incomplete. The reaction mixture was concentrated under reduced pressure and subject to column chromatography on silica gel, yielding 0.2 gram of compound 106. The NMR spectrum was consistent with the proposed structure.

後処理

  1. temperaturewas heated to just
  2. temperaturebelow reflux for about 72 hours
  3. concentrationThe reaction mixture was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-dfc3d11ac59b486e8334a987f1fad1de
出典データセット
uspto-grants-2004_06
特許番号
US06753429B2

関連ノート

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