Benzylamine → Benzoic acid, 6-amino-2,3,4-trifluoro-, methyl ester (9CI)

HRID 1654489Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1654489
[F:1][C:2]1[C:11]([F:12])=[C:10]([F:13])[CH:9]=[C:8](F)[C:3]=1[C:4]([O:6][CH3:7])=[O:5].C([NH2:22])C1C=CC=CC=1>C1C=CC=CC=1>[NH2:22][C:8]1[C:3]([C:4]([O:6][CH3:7])=[O:5])=[C:2]([F:1])[C:11]([F:12])=[C:10]([F:13])[CH:9]=1

Komponenten

4

Edukt 2

HCID 7504BenzylamineHCID 20078034Methyl 2,3,4,6-tetrafluorobenzoate

Produkt 1

HCID 20077977Benzoic acid, 6-amino-2,3,4-trifluoro-, methyl ester (9CI)

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

60 g of methyl 2,3,4,6-tetrafluorobenzoate and 70 g of benzylamine were reacted under reflux for 1 hour in 400 ml of benzene. After the reaction mixture was allowed to cool down, it was washed successively with water, 1% hydrochloric acid and 1% aq. sodium carbonate, each in the amount of 600 ml. The reaction mixture was treated with anhydrous magnesium sulfate and then concentrated. Crystals thus precipitated were collected by filtration and thereafter washed with methanol. 30 g of the crystals and about 2 ml of palladium/carbon were added to a liquid mixture which consisted of 100 ml of acetic acid and 200 ml of methanol. The resultant mixture was hydrogenated for 1.5 hours. The catalyst was filtered off and the filtrate was concentrated, whereby methyl 6-amino-2,3,4-trifluorobenzoate was obtained as a crystalline residue.

Aufarbeitung

  1. temperatureto cool down
  2. washit was washed successively with water, 1% hydrochloric acid and 1% aq. sodium carbonate
  3. additionThe reaction mixture was treated with anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customCrystals thus precipitated
  6. filtrationwere collected by filtration
  7. washwashed with methanol
  8. addition30 g of the crystals and about 2 ml of palladium/carbon were added to a liquid mixture which
  9. filtrationThe catalyst was filtered off
  10. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-f2ec28d3a98b4caa8f6ab3ecdc9eb325
Quelldatensatz
uspto-grants-1995_04
Patentnummer
US05407932

Notizen zur Reaktion

Wird geladen…