Ethyl chloroacetate → (4-Acetyl-3-hydroxy-2-propylphenoxy)acetic acid

HRID 652501Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 652501
[OH:1][C:2]1[C:7]([CH2:8][CH2:9][CH3:10])=[C:6]([OH:11])[CH:5]=[CH:4][C:3]=1[C:12](=[O:14])[CH3:13].Cl[CH2:16][C:17]([O:19]CC)=[O:18].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[C:12]([C:3]1[CH:4]=[CH:5][C:6]([O:11][CH2:16][C:17]([OH:19])=[O:18])=[C:7]([CH2:8][CH2:9][CH3:10])[C:2]=1[OH:1])(=[O:14])[CH3:13]

Komponenten

5

Edukt 3

HCID 7751Ethyl chloroacetateHCID 11430Potassium CarbonateHCID 27751982',4'-Dihydroxy-3'-propylacetophenone

Produkt 1

HCID 13753869(4-Acetyl-3-hydroxy-2-propylphenoxy)acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 24.25 g of 1-(2,4-dihydroxy-3-propylphenyl) ethanone, 16.0 ml of ethyl chloroacetate and 26 g of anhydrous potassium carbonate in 375 ml of anhydrous acetone was stirred at reflux for 17 hours. The reaction mixture was filtered and the filtrate was concentrated in vacuo to an oil which was crystallized from ethanol to give 27.2 g of (4-acetyl-3-hydroxy-2-propylphenoxy)acetic acid, the titled compound, mp 61°-64°, (78% yield) in two crops.

Aufarbeitung

  1. temperatureat reflux for 17 hours
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated in vacuo to an oil which
  4. customwas crystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-eb7738d70d664d1fad7aaab46bea972b
Quelldatensatz
uspto-grants-1987_06
Patentnummer
US04672066

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