Hydrochloric Acid → 4-(p-Chlorocinnamamido)benzoic acid

HRID 485247Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 485247
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([CH:6]=[CH:7][C:8]([NH:10][C:11]2[CH:21]=[CH:20][C:14]([C:15]([O:17]CC)=[O:16])=[CH:13][CH:12]=2)=[O:9])=[CH:4][CH:3]=1.[OH-].[K+].C(O)C.Cl>O>[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([CH:6]=[CH:7][C:8]([NH:10][C:11]2[CH:21]=[CH:20][C:14]([C:15]([OH:17])=[O:16])=[CH:13][CH:12]=2)=[O:9])=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium Hydroxide2×HCID 692488p-(p-Chlorocinnamamido)benzoic acid, ethyl ester

Produkt 1

HCID 539055964-(p-Chlorocinnamamido)benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

A solution of 7.1 g. of p-(p-chlorocinnamamido)benzoic acid, ethyl ester and 1.6 g. of potassium hydroxide in 50 ml. of 95% ethanol is stirred at 75° C. overnight. A 25 ml. portion of water and 200 mg. of potassium hydroxide are added, and stirring is continued at 75° C. for 1.5 hours. The mixture is then diluted with 150 ml. of water, adjusted to pH 3 with 37% hydrochloric acid, and the precipitate is collected and dried. The solid is boiled in 100 ml. of methyl cellosolve, cooled, and the solid is collected, washed with ethanol, and dried, giving 5.51 g. of the desired product as a white powder, m.p. 333°-336° C. (dec.).

Aufarbeitung

  1. additionThe mixture is then diluted with 150 ml
  2. customthe precipitate is collected
  3. customdried
  4. temperatureof methyl cellosolve, cooled
  5. customthe solid is collected
  6. washwashed with ethanol
  7. customdried
  8. customgiving 5.51 g

Quellen und Nachweise

ORD-Eintrag
ord-920d51f5348e4060b245c5a042c489c8
Quelldatensatz
uspto-grants-1985_08
Patentnummer
US04536346

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