Reaktion #620605

ord-5d9c512a5c984526bb19d1f42ae4bc7a

Reaktionsgleichung

Cc1cc(C(=O)O)ccc1N
4-amino-3-methylbenzoic acid
CC1(C)OC(=O)CC(=O)O1
Meldrum's acid
COC([O-])[O-]
methyl orthoformate
CO
methanol
Cc1cc(C(=O)O)ccc1NC=C1C(=O)OC(C)(C)OC1=O
4-{[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl]amino}-3-methylbenzoic acid
Ausbeute 68.5%

Lösungsmittel

Reaktionsbedingungen

Temperatur
60°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas heated
  2. 2
    Sonstigewas returned to room temperature
  3. 3
    Filtrationthe precipitate was collected by filtration

Vorschrift

A mixture of 4-amino-3-methylbenzoic acid (7.3 g), Meldrum's acid (7.3 g), methyl orthoformate (5.6 g) and methanol (30 mL) was heated under stirring in an oil bath at 60° C. for 5 hours. The reaction mixture was returned to room temperature, diluted with ethyl acetate and the precipitate was collected by filtration to obtain 4-{[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl]amino}-3-methylbenzoic acid (10.1 g).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08853242B2uspto-grants-2014_10