4-Nonylphenol → 1-Methoxy-4-nonylbenzene

HRID 483072

反応式

HRID 483072 の反応式
[CH2:1]([C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[OH-].[K+].I[CH3:20]>C(Cl)Cl.O.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[CH2:1]([C:10]1[CH:11]=[CH:12][C:13]([O:16][CH3:20])=[CH:14][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

参加物

7

反応物 3

HCID 17524-NonylphenolHCID 6328Methyl iodideHCID 14797Potassium Hydroxide

生成物 1

HCID 40496921-Methoxy-4-nonylbenzene収率 84%

試薬・触媒・溶媒 3

HCID 74236Tetrabutylammonium Bromide触媒HCID 962Water溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
40 °C

実験手順

A solution of p-nonylphenol, 35 g, in 125 mL methylene chloride was mixed with a solution of 44.5 g KOH in 125 mL water. To this mixture was added 45 g iodomethane and 5.0 g tetra-n-butylammonium bromide. The whole mixture was vigorously stirred at 40° C. for one hour. After cooling to room temperature, the phases were separated and the aqueous phase extracted with 50 mL methylene chloride. The combined methylene chloride layers were concentrated to an oil which was taken up in 200 mL of petroleum ether and filtered to remove the residual phase transfer catalyst. Finally, the petroleum ether was removed under vacuum to give 31.1 g (84%) of p-nonylanisole.

後処理

  1. temperatureAfter cooling to room temperature
  2. customthe phases were separated
  3. extractionthe aqueous phase extracted with 50 mL methylene chloride
  4. concentrationThe combined methylene chloride layers were concentrated to an oil which
  5. filtrationfiltered
  6. customto remove the residual phase transfer catalyst
  7. customFinally, the petroleum ether was removed under vacuum

出典と根拠

ORDレコード
ord-cb32cf208eb44b98b04b6f5b3d3f59a3
出典データセット
uspto-grants-1986_03
特許番号
US04578250

関連ノート

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