Sodium Hydroxide → 2-Isopropyl-alpha-oxo-5-indanacetic acid

HRID 261531Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 261531
[OH-].[Na+].C([O:5][C:6](=[O:21])[C:7](=[O:20])[C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[CH2:13][CH:12]([CH:17]([CH3:19])[CH3:18])[CH2:11]2)C>O.C(O)C>[CH:17]([CH:12]1[CH2:11][C:10]2[C:14](=[CH:15][CH:16]=[C:8]([C:7](=[O:20])[C:6]([OH:21])=[O:5])[CH:9]=2)[CH2:13]1)([CH3:19])[CH3:18]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 536747592-Isopropyl-alpha-oxo-5-indanacetic acid ethyl ester

Produkt 1

HCID 203944412-Isopropyl-alpha-oxo-5-indanacetic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 10 g of sodium hydroxide in 20 cc of water is added to a solution of 24.5 g of crude 2-isopropyl-α-oxo-5-indanacetic acid ethyl ester in 300 cc of ethanol, and the mixture is boiled at reflux for 11/2 hours. The solution is concentrated, diluted with water, and the neutral by-products are extracted with ether. The aqueous phase is then acidified with hydrochloric acid, extracted with ether, the ether extract is washed with water, dried over sodium sulphate and concentrated by evaporation. 2-isopropyl-α-oxo-5-indanacetic acid is obtained as an oil and is used for the next reaction without purification. The (1,3-dihydroxy-2-hydroxymethyl-2-propyl)ammonium salt of 2-isopropyl-α-oxo-5-indanacetic acid has a M.P. of B 145°-147°.

Aufarbeitung

  1. temperatureat reflux for 11/2 hours
  2. concentrationThe solution is concentrated
  3. additiondiluted with water
  4. extractionthe neutral by-products are extracted with ether
  5. extractionextracted with ether
  6. extractionthe ether extract
  7. washis washed with water
  8. dry with materialdried over sodium sulphate
  9. concentrationconcentrated by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-ababf46cb81d44538b13d613ff5ad0ea
Quelldatensatz
uspto-grants-1979_08
Patentnummer
US04166131

Notizen zur Reaktion

Wird geladen…