Chloromethyl Methyl Ether → 2-Fluoro-5-(1-methoxymethoxy-ethyl)-pyridine

HRID 561007

反応式

HRID 561007 の反応式
CCN(C(C)C)C(C)C.Cl[CH2:11][O:12][CH3:13].[F:14][C:15]1[N:20]=[CH:19][C:18]([CH:21]([OH:23])[CH3:22])=[CH:17][CH:16]=1>ClCCl.C(Cl)(Cl)Cl.C(O)(C)C>[F:14][C:15]1[CH:16]=[CH:17][C:18]([CH:21]([O:23][CH2:11][O:12][CH3:13])[CH3:22])=[CH:19][N:20]=1

参加物

6

反応物 3

HCID 7864Chloromethyl Methyl EtherHCID 81531DiisopropylethylamineHCID 666001661-(6-Fluoropyridin-3-yl)ethan-1-ol

生成物 1

HCID 667382922-Fluoro-5-(1-methoxymethoxy-ethyl)-pyridine収率 66%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 21906603Chloroform isopropyl alcohol溶媒

反応条件

温度
0 °C

実験手順

Add N,N′-diisopropylethylamine and chloromethoxymethane to a solution of 1-(6-fluoro-pyridin-3-yl)-ethanol (3.0 g, 21.3 mmol) in dichloromethane at 0° C. Continue to stir the mixture for 30 min at 0° C., then overnight at room temperature. Dilute the mixture with chloroform/isopropyl alcohol (3/1). Wash the solution with saturated aqueous sodium chloride. Dry it over sodium sulfate. Concentrate the solution in vacuo to a dark residue. Purify by column chromatography (hexane→20% ethyl acetate in hexane) to afford the product as a colorless solid (3 g, 66%). MS (ES) m/z 186 [M+1]+.

後処理

  1. customovernight
  2. customat room temperature
  3. washWash the solution with saturated aqueous sodium chloride
  4. dry with materialDry it over sodium sulfate
  5. concentrationConcentrate the solution in vacuo to a dark residue
  6. customPurify by column chromatography (hexane→20% ethyl acetate in hexane)

出典と根拠

ORDレコード
ord-fab50c36c9d14844a11c4da0c5f58bf0
出典データセット
uspto-grants-2011_11
特許番号
US08063212B2

関連ノート

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