Hydrochloric Acid → 2-Propenoic acid, 3-(2-chloro-4-fluorophenyl)-

HRID 726143

Reaktionsgleichung

Reaktionsgleichung von HRID 726143
[Cl:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.C(O)(=O)[CH2:12][C:13]([OH:15])=[O:14].N1CCCCC1.Cl>N1C=CC=CC=1.O>[Cl:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH:4]=[CH:12][C:13]([OH:15])=[O:14]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 867Malonic AcidHCID 8082PiperidineHCID 1450242-Chloro-4-fluorobenzaldehyde

Produkt 1

HCID 27250652-Propenoic acid, 3-(2-chloro-4-fluorophenyl)-Ausbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a mixture of 2-chloro-4-fluorobenzaldehyde (20.0 g, 0.13 mol, Aldrich) and malonic acid (26.2 g, 0.25 mol, Aldrich) in pyridine (100 ml) at 50° C. was added dropwise piperidine (10 ml). After 18 h at 70° C., the mixture was poured into an ice cold solution of concentrated HCl (120 ml) and water (1.5 L). The resulting solid was filtered and washed repeatedly with water to give 24.4 g (96%) of 2-chloro-4-fluoro-cinnamic acid as a white solid: Recrystallization of 1.5 g from acetone:water mixtures gave 1.1 g of 2-chloro-4-fluorocinnamic acid as a white solid: mp 243°-245° C.

Aufarbeitung

  1. filtrationThe resulting solid was filtered
  2. washwashed repeatedly with water

Quellen und Nachweise

ORD-Eintrag
ord-7b250f591ac24bd79e4f5435df536049
Quelldatensatz
uspto-grants-1998_01
Patentnummer
US05708033

Verknüpfte Notizen

Wird geladen…