Sodium Hydroxide → 3-(Ethoxycarbonyl)-5-(hydroxymethyl)benzoic acid

HRID 732482Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 732482
[CH2:1]([O:3][C:4](=[O:18])[C:5]1[CH:15]=[C:14]([CH2:16][OH:17])[CH:13]=[C:7]([C:8]([O:10]CC)=[O:9])[CH:6]=1)[CH3:2].[OH-].[Na+]>CC(C)=O.C(O)C>[CH2:1]([O:3][C:4](=[O:18])[C:5]1[CH:15]=[C:14]([CH2:16][OH:17])[CH:13]=[C:7]([C:8]([OH:10])=[O:9])[CH:6]=1)[CH3:2]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 610139Diethyl 5-(hydroxymethyl)isophthalate

Produkt 1

HCID 210858293-(Ethoxycarbonyl)-5-(hydroxymethyl)benzoic acidAusbeute 43 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 702EthanolLösungsmittel

Versuchsvorschrift

Add a solution of diethyl-5-(hydroxymethyl)-isophthalate (5 g, 19.8 mmol) in acetone (88 mL) to a solution of NaOH (792 mg, 19.8 mmol) in ethanol (12 mL). After 4 h collect precipitate. Dissolve the precipitate in water (200 mL), add 5 N HCl to about pH=1 and collect the precipitate. Extract the aqueous with dichloromethane, combine the extracts with the precipitate and concentrate to give to give the title compound (1.9 g, 43%)

Aufarbeitung

  1. customAfter 4 h collect precipitate
  2. dissolutionDissolve the precipitate in water (200 mL)
  3. additionadd 5 N HCl to about pH=1
  4. customcollect the precipitate
  5. extractionExtract the aqueous with dichloromethane
  6. concentrationconcentrate
  7. customto give

Quellen und Nachweise

ORD-Eintrag
ord-e2900304f6e14cd5bf7c024bab3ce751
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07585885B2

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