Palmitoyl chloride → Ethyl 3-fluoro-4-(hexadecanoylamino)benzoate

HRID 1156105Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1156105
[C:1](Cl)(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[NH2:19][C:20]1[CH:30]=[CH:29][C:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:22][C:21]=1[F:31]>C(Cl)Cl>[F:31][C:21]1[CH:22]=[C:23]([CH:29]=[CH:30][C:20]=1[NH:19][C:1](=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[C:24]([O:26][CH2:27][CH3:28])=[O:25]

Komponenten

4

Edukt 2

HCID 8206Palmitoyl chlorideHCID 20536493Ethyl 4-Amino-3-fluorobenzoate

Produkt 1

HCID 20536492Ethyl 3-fluoro-4-(hexadecanoylamino)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of hexadecanoyl chloride (20 g) in 100 ml of methylene chloride is slowly added with stirring to a solution of 20 g of ethyl 4-amino-3-fluorobenzoate in 100 ml of methylene chloride. The mixture is filtered and the filtrate is washed with dilute hydrochloric acid and water, dried and the solvent evaporated. Crystallization of the residue from acetonitrile affords ethyl 3-fluoro-4-(hexadecanoylamino)benzoate.

Aufarbeitung

  1. filtrationThe mixture is filtered
  2. washthe filtrate is washed with dilute hydrochloric acid and water
  3. customdried
  4. customthe solvent evaporated
  5. customCrystallization of the residue from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-bf29e2917c8a4844beaabe6d3283011f
Quelldatensatz
uspto-grants-1982_06
Patentnummer
US04333940

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