Lithium Hydroxide → 2-Indancarboxylic Acid

HRID 260685Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 260685
[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-11ef88babff6476eb5cc38353907f3bf
Quelldatensatz
uspto-grants-1996_06
Patentnummer
US05529996

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