Trimethyl orthoformate → 4-(2-Carboxyethenyl)benzoic acid

HRID 259433Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 259433
[CH:1]([C:3]1[CH:13]=[CH:12][C:6]([CH:7]=[CH:8][C:9]([OH:11])=[O:10])=[CH:5][CH:4]=1)=[O:2].C(OC)(OC)[O:15]C>CO>[C:1]([C:3]1[CH:13]=[CH:12][C:6]([CH:7]=[CH:8][C:9]([OH:11])=[O:10])=[CH:5][CH:4]=1)([OH:15])=[O:2]

Komponenten

4

Edukt 2

HCID 9005Trimethyl orthoformateHCID 980772-Propenoic acid, 3-(4-formylphenyl)-

Produkt 1

HCID 891964-(2-Carboxyethenyl)benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

A solution of 37.0 g of 4-formylcinnamic acid in 22 ml of trimethyl orthoformate and 600 ml of methanol was heated under reflux for 17 hrs. with stirring. At the end of this time, 100 ml of methanol was added and the reaction mixture was heated under reflux for an additional 5 hrs. and then allowed to cool to room temperature. The precipitate was collected, washed with methanol and dried at 75°-80° overnight to give 7.36 g of 4-carboxycinnamic acid.

Aufarbeitung

  1. temperatureunder reflux for 17 hrs
  2. temperaturethe reaction mixture was heated
  3. temperatureunder reflux for an additional 5 hrs
  4. customThe precipitate was collected
  5. washwashed with methanol
  6. customdried at 75°-80° overnight

Quellen und Nachweise

ORD-Eintrag
ord-081276a15ba547f89388c4ebbb1a2408
Quelldatensatz
uspto-grants-1977_07
Patentnummer
US04038289

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