Chloride → 2-(4-Butylphenyl)-1-methoxyethene

HRID 1166622

反応式

HRID 1166622 の反応式
[Cl-].C([Li])CCC.[CH2:7]([C:11]1[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][CH:12]=1)[CH2:8][CH2:9][CH3:10].[Cl-].[Na+].[CH2:21]([O:23][CH2:24]C)C>>[CH2:7]([C:11]1[CH:18]=[CH:17][C:14]([CH:15]=[CH:21][O:23][CH3:24])=[CH:13][CH:12]=1)[CH2:8][CH2:9][CH3:10]

参加物

6

反応物 5

HCID 312ChlorideHCID 3283Diethyl Ether2 回HCID 5234Sodium ChlorideHCID 709884-ButylbenzaldehydeHCID 178418339Butyllithium

生成物 1

HCID 540909372-(4-Butylphenyl)-1-methoxyethene

実験手順

21.1 g of methoxymethyltriphnylphosphonium chloride is introduced into 280 ml of diethyl ether under nitrogen. At 0° C., 29.6 ml of n-butyllithium solution (1.6 M in hexane) is added in drops, and it is stirred for one hour at room temperature. 10 g of 4-butylbenzaldehyde in 40 ml of diethyl ether is now added, and it is stirred for one more hour. Sodium chloride solution is added to the reaction mixture, extracted with ethyl acetate, dried on sodium sulfate and concentrated by evaporation. After chromatography on silica gel with ethyl acetate, 6.7 g of 2-(4-butylphenyl)-1-methoxyethene 48 (E,Z-mixture) is obtained as a colorless oil, which is dissolved in 200 ml of acetone and is stirred under nitrogen with 10 ml of 2N hydrochloric acid overnight. Sodium chloride solution is added, extracted with ethyl acetate, dried on sodium sulfate and concentrated by evaporation. Chromatographic purification on silica gel with ethyl acetate/hexane yields 3.9 g of title compound 49 as a colorless oil.

後処理

  1. stirringit is stirred for one more hour
  2. extractionextracted with ethyl acetate
  3. customdried on sodium sulfate
  4. concentrationconcentrated by evaporation

出典と根拠

ORDレコード
ord-f732cffade8049a6b1462095973203c1
出典データセット
uspto-grants-2003_09
特許番号
US06613920B1

関連ノート

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