Benzocaine → Ethyl 4-(11-bromoundecanamido)benzoate

HRID 648308

Reaktionsgleichung

Reaktionsgleichung von HRID 648308
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12](Cl)=[O:13].[NH2:15][C:16]1[CH:26]=[CH:25][C:19]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:18][CH:17]=1>C(Cl)Cl>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([NH:15][C:16]1[CH:17]=[CH:18][C:19]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:25][CH:26]=1)=[O:13]

Komponenten

4

Edukt 2

HCID 2337BenzocaineHCID 85202Undecanoyl chloride, 11-bromo-

Produkt 1

HCID 20482534Ethyl 4-(11-bromoundecanamido)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of 28 g. of 11-bromoundecanoyl chloride in 100 ml. of methylene chloride is slowly added with stirring to a solution of 20 g. of ethyl 4-aminobenzoate in 100 ml. of methylene chloride. The mixture is filtered and the filtrate is washed with dilute hydrochloric acid and water, dried, and evaporated. Crystallization from acetonitrile affords ethyl 4-(11-bromoundecanamido)benzoate as a white solid.

Aufarbeitung

  1. filtrationThe mixture is filtered
  2. washthe filtrate is washed with dilute hydrochloric acid and water
  3. customdried
  4. customevaporated
  5. customCrystallization from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-20f34d8549964dabaceca69620caa7f5
Quelldatensatz
uspto-grants-1983_10
Patentnummer
US04411903

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