4-Nonylphenol → 1-Methoxy-4-nonylbenzene

HRID 247230

반응식

HRID 247230 반응식
[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]

참가 물질

7

반응물 3

HCID 17524-NonylphenolHCID 6328Methyl iodideHCID 14797Potassium Hydroxide

생성물 1

HCID 40496921-Methoxy-4-nonylbenzene수율 84%

시약·촉매·용매 3

HCID 74236Tetrabutylammonium Bromide촉매HCID 962Water용매HCID 6344Dichloromethane용매

반응 조건

온도
40 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-dad8bb10ef4f404886653685e66b3e5c
출처 데이터셋
uspto-grants-1987_11
특허 번호
US04705896

연결된 노트

불러오는 중…