Lithium Hydroxide → 2-Indancarboxylic Acid

HRID 22510

Reaktionsgleichung

Reaktionsgleichung von HRID 22510
[C:1]([C:6]1(C(OCC)=O)[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7]1)([O:3]CC)=[O:2].[OH-].[Li+]>C(O)C>[C:1]([CH:6]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7]1)([OH:3])=[O:2]

Komponenten

4

Edukt 2

HCID 3939Lithium HydroxideHCID 110107772,2-Dicarboethoxy-indane

Produkt 1

HCID 5757772-Indancarboxylic AcidAusbeute 71 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Dissolve 2,2-dicarboethoxy-indan (5.67 g, 21.7 mmol) in ethanol (150 mL). Add 1N lithium hydroxide (50 mL) and stir overnight at room temperature. Reflux for 1 hour and concentrate the solution in vacuo. Partition between ethyl acetate and 6N hydrochloric acid. Separate the organic phase and wash with brine. Dry (MgSO4) and evaporate the solvent in vacuo to give an off-white solid. Distill (120°-160° C. @0.2-0.5 mmHg) to give 2-carboxy-indan (2.5 g, 71%).

Aufarbeitung

  1. temperatureReflux for 1 hour
  2. concentrationconcentrate the solution in vacuo
  3. customPartition between ethyl acetate and 6N hydrochloric acid
  4. customSeparate the organic phase
  5. washwash with brine
  6. dry with materialDry (MgSO4)
  7. customevaporate the solvent in vacuo
  8. customto give an off-white solid
  9. distillationDistill (120°-160° C. @0.2-0.5 mmHg)

Quellen und Nachweise

ORD-Eintrag
ord-288d66e56e5748a3accfe02165bd1989
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05428158

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