Hydrochloric Acid → 1-(4-Fluorobenzoyl)piperidine-3-carboxylic acid

HRID 1696788Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1696788
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][CH2:9][N:8]([C:12](=[O:20])[C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[CH2:7]1)=[O:5])C.Cl.C(Cl)Cl>CCO.[OH-].[Na+]>[F:19][C:16]1[CH:15]=[CH:14][C:13]([C:12]([N:8]2[CH2:9][CH2:10][CH2:11][CH:6]([C:4]([OH:5])=[O:3])[CH2:7]2)=[O:20])=[CH:18][CH:17]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 2905457Ethyl 1-(4-fluorobenzoyl)piperidine-3-carboxylate

Produkt 1

HCID 47136431-(4-Fluorobenzoyl)piperidine-3-carboxylic acidAusbeute 101,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23692425Sodium hydroxide ethanolLösungsmittel

Versuchsvorschrift

1-(4-Fluoro-benzoyl)-piperidine-3-carboxylic acid ethyl ester (1.15 g, 4.42 mmol) was added in a mixture of EtOH/NaOH 3N: 1/1 (8 ml) and the resulting heterogeneous solution was stirred at R.T for 1 h. Fuming HCl was added to the mixture until pH=1. The solution was poured with DCM. The organic layer was separated and the aqueous phase was extracted twice with DCM. The combined organic phase was washed twice with water. The solution was dried over Na2SO4, filtered and concentrated to afford 1.13 g (100%) of 1-(4-Fluoro-benzoyl)-piperidine-3-carboxylic acid as an orange oil which can be used without further purification.

Aufarbeitung

  1. customThe organic layer was separated
  2. extractionthe aqueous phase was extracted twice with DCM
  3. washThe combined organic phase was washed twice with water
  4. dry with materialThe solution was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-8aa763d8c37b4203bb3d5b39c0f20149
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08163775B2

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