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Sodium Hydroxide → Benzene, 1-((2-(4-chlorophenyl)-2-methylpropoxy)methyl)-3-(4-methylphenoxy)-

HRID 1589445
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인쇄 미리보기

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HRID 1589445 반응식
[OH-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([CH3:14])([CH3:13])[CH2:11][OH:12])=[CH:6][CH:5]=1.[CH3:15][C:16]1[CH:30]=[CH:29][C:19]([O:20][C:21]2[CH:22]=[C:23]([CH:26]=[CH:27][CH:28]=2)[CH2:24]Cl)=[CH:18][CH:17]=1>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.O>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]([CH3:14])([CH3:13])[CH2:11][O:12][CH2:24][C:23]2[CH:26]=[CH:27][CH:28]=[C:21]([O:20][C:19]3[CH:29]=[CH:30][C:16]([CH3:15])=[CH:17][CH:18]=3)[CH:22]=2)=[CH:8][CH:9]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 130345572-(4-Chlorophenyl)-2-methylpropanolHCID 202469851-(Chloromethyl)-3-(4-methylphenoxy)benzene

생성물 1

HCID 3067126Benzene, 1-((2-(4-chlorophenyl)-2-methylpropoxy)methyl)-3-(4-methylphenoxy)-수율 80%

시약·촉매·용매 2

HCID 74236Tetrabutylammonium Bromide촉매
HCID 962
Water
용매

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온도
80 °C

실험 절차

To 15.0 g of a 50% aqueous solution of NaOH were added 6.0 g of 2-(4-chlorophenyl)-2-methylpropyl alcohol, 8.1 g of 3-(4-methylphenoxy)benzyl chloride and 1.1 g of tetrabutyl ammonium bromide, and the mixture was stirred at 80° C. for 1 hour. The mixture was cooled to room temperature and water was added, and the mixture was extracted with toluene and the toluene extract was washed with water and dried over Na2SO4, and evaporated under reduced pressure, and the obtained crude ether was purified by column chromatography on 250 g of silica gel (1:1 mixed solvent of toluene and n-hexane was used as eluent) to give 9.9 g of the desired ether (the yield was 80% of the theoretical yield).

후처리

  1. temperatureThe mixture was cooled to room temperature
  2. extractionthe mixture was extracted with toluene
  3. extractionthe toluene extract
  4. washwas washed with water
  5. dry with materialdried over Na2SO4
  6. customevaporated under reduced pressure
  7. customthe obtained crude ether
  8. customwas purified by column chromatography on 250 g of silica gel (1:1 mixed solvent of toluene and n-hexane was used as eluent)
  9. customto give 9.9 g of the desired ether (the yield was 80% of the
  10. customtheoretical yield)

출처 및 근거

ORD 기록
ord-03d597e514ce48c4ab81d45effa0604a
출처 데이터셋
uspto-grants-1986_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04570005

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