Diethyl Ether → HCID 13560729, Verbindung

HRID 414837Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 414837
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]([OH:14])[CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[CH:5]=[CH:6][CH:7]=1.[Cr](Cl)([O-])(=O)=O.[NH+:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[C:26]([O-])(=O)[CH3:27].[Na+].[CH3:31][CH2:32]OCC.[CH2:36](Cl)Cl>>[C:8]([C:4]1[CH:3]=[C:2]([CH:7]=[CH:6][CH:5]=1)[O:1][CH2:36][C:21]1[CH:22]=[CH:23][C:24]2[C:25](=[CH:31][CH:32]=[CH:26][CH:27]=2)[N:20]=1)(=[O:14])[CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].[C:8]([C:4]1[CH:3]=[C:2]([OH:1])[CH:7]=[CH:6][CH:5]=1)(=[O:14])[CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

Komponenten

7

Edukt 5

HCID 3283Diethyl EtherHCID 6344Dichloromethane2×HCID 517045Sodium AcetateHCID 117900843-(1-Hydroxyhexyl)phenolHCID 178418287HCID 178418287, Verbindung

Produkt 2

HCID 13560729HCID 13560729, VerbindungHCID 143491261-(3-Hydroxyphenyl)hexan-1-one

Versuchsvorschrift

A solution of 1-(3-hydroxyphenyl)-1-hexanol (3 g) in methylene chloride (200 ml) was added to a well-stirred suspension of pyridinium chlorochromate (5.1 g) and sodium acetate (2.5 g) in methylenechloride (150 ml). The mixture was stirred at room temperature for two hours. Ether (100 ml) was added, and the brown granular preiipitate was removed by filtration. All volatiles were removed from the filtrate, and the residual liquid was purified by chromtography on silica gel using ether as eluent. The desired ketone, 3-hexanoylphenol, was isolated as a clear, colorless oil.

Aufarbeitung

  1. customthe brown granular preiipitate was removed by filtration
  2. customAll volatiles were removed from the filtrate
  3. customthe residual liquid was purified by chromtography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-58b90a92d20b4fa4ac3e845e68d8004b
Quelldatensatz
uspto-grants-1988_12
Patentnummer
US04794188

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