Diethyl Ether → HCID 13560729, Verbindung

HRID 1285488Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1285488
[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) (made in Example 1B) 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 methylene-chloride (150 ml). The mixture was stirred at room temperature for two hours. Ether (100 ml) was added, and the brown granular precipitate was removed by filtration. All volatiles were removed from the filtrate, and the residual liquid was purified by chromatography on silical gel using ether as eluent. The desired ketone, 3-hexanoylphenol, was isolated as a clear, colorless oil.

Aufarbeitung

  1. customthe brown granular precipitate was removed by filtration
  2. customAll volatiles were removed from the filtrate
  3. customthe residual liquid was purified by chromatography on silical gel

Quellen und Nachweise

ORD-Eintrag
ord-377e7a5afada46099193a9b330dbe64b
Quelldatensatz
uspto-grants-1986_01
Patentnummer
US04567184

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