Hydrochloric Acid → 3-(2-Benzyloxy-5-bromophenyl)-acrylic acid

HRID 50591

Reaktionsgleichung

Reaktionsgleichung von HRID 50591
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][C:10]=1[CH:11]=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(=O)[CH2:19][C:20]([OH:22])=[O:21].N1CCCCC1.Cl>N1C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][C:10]=1[CH:11]=[CH:19][C:20]([OH:22])=[O:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 867Malonic AcidHCID 8082PiperidineHCID 7330872-(Benzyloxy)-5-bromobenzaldehyde

Produkt 1

HCID 46633083-(2-Benzyloxy-5-bromophenyl)-acrylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A mixture of 2-benzyloxy-5-bromobenzaldehyde (0.10 mol), malonic acid (15.0 g), and piperidine (2.0 ml) in 150 ml of pyridine was first heated at 90° C. for 90 min and subsequently refluxed for 0.5 hrs. After cooling to room temperature, the reaction was poured on a mixture of ice (1 kg) and concentrated aqueous hydrochloric acid (250 ml). The solid material that precipitated after stirring for 2 hrs. was collected by suction and recrystallized from a minimum of boiling methanol.

Aufarbeitung

  1. temperaturesubsequently refluxed for 0.5 hrs
  2. temperatureAfter cooling to room temperature
  3. customThe solid material that precipitated
  4. customwas collected by suction
  5. customrecrystallized from a minimum of boiling methanol

Quellen und Nachweise

ORD-Eintrag
ord-73bc53d3447d4ac1b88413f2260d1dcb
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06713464B1

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