Sodium Hydroxide → Oxindanac

HRID 1680264Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1680264
C[O:2][C:3]([CH:5]1[C:13]2[C:8](=[CH:9][C:10]([C:15](=[O:22])[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[C:11]([OH:14])[CH:12]=2)[CH2:7][CH2:6]1)=[O:4].[OH-].[Na+]>CO>[C:15]([C:10]1[CH:9]=[C:8]2[C:13](=[CH:12][C:11]=1[OH:14])[CH:5]([C:3]([OH:4])=[O:2])[CH2:6][CH2:7]2)(=[O:22])[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 54109752HCID 54109752, Verbindung

Produkt 1

HCID 68879Oxindanac

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 8.2 g of 5-benzoyl-6-hydroxy-indane-1-carboxylic acid methyl ester in 150 ml of methanol is mixed with 20 ml of 2 N sodium hydroxide solution and the mixture is boiled for 3 hours under reflux. It is then evaporated to dryness in vacuo and the evaporation residue is partitioned between 100 ml of 2 N hydrochloric acid and 3 times 100 ml of methylene chloride. The organic phases are washed until neutral, dried over sodium sulphate, treated with active charcoal and evaporated in vacuo. The evaporation residue, when crystallised from ethanol-petroleum ether, gives 5-benzoyl-6-hydroxy-indane-1-carboxylic acid in the form of yellow platelets of melting point 185°-7° C.

Aufarbeitung

  1. temperatureunder reflux
  2. customIt is then evaporated to dryness in vacuo
  3. customthe evaporation residue is partitioned between 100 ml of 2 N hydrochloric acid and 3 times 100 ml of methylene chloride
  4. washThe organic phases are washed until neutral,
  5. dry with materialdried over sodium sulphate
  6. additiontreated with active charcoal
  7. customevaporated in vacuo
  8. customThe evaporation residue, when crystallised from ethanol-petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-f72d2054917240deab89c4635db292f1
Quelldatensatz
uspto-grants-1981_06
Patentnummer
US04272547

Notizen zur Reaktion

Wird geladen…