Hydrochloric Acid → 3-(3-Bromophenyl)acrylic acid

HRID 2778

Reaktionsgleichung

Reaktionsgleichung von HRID 2778
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.C(O)(=O)[CH2:11][C:12]([OH:14])=[O:13].Cl>N1CCCCC1.N1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:11][C:12]([OH:14])=[O:13])[CH:7]=[CH:8][CH:9]=1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 867Malonic AcidHCID 765833-Bromobenzaldehyde

Produkt 1

HCID 362513-(3-Bromophenyl)acrylic acidAusbeute 94,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8082PiperidineKatalysatorHCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

3-Bromobenzaldehyde (10.0 g, 54 mmol), malonic acid (10.1 g, 97 mmol) and piperidine (0.267 mL, 2.7 mmol) are treated with pyridine (30 mL) and heated at 100° C. for 3.5 h. The reaction mixture is cooled to room temperature, poured into 200 ml of 20% hydrochloric acid at 0° C.; the resultant precipitate is collected, washed with copious amounts of water and dried in a vacuum dessicator overnight to afford the title compound (11.64 g, 51 mmol).

Aufarbeitung

  1. temperatureThe reaction mixture is cooled to room temperature
  2. customthe resultant precipitate is collected
  3. washwashed with copious amounts of water
  4. customdried in a vacuum dessicator overnight

Quellen und Nachweise

ORD-Eintrag
ord-d723d805d22049e68439ec36653ca220
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05731315

Verknüpfte Notizen

Wird geladen…