Piperidine → Ethyl 4-(3-Piperidin-1-ylpropoxy)benzoate

HRID 268704Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 268704
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:16]=[CH:15][C:9]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:8][CH:7]=1.[NH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)CCC.CCOC(C)=O.[I-].[K+]>[N:17]1([CH2:2][CH2:3][CH2:4][O:5][C:6]2[CH:16]=[CH:15][C:9]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:8][CH:7]=2)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1

Komponenten

7

Edukt 3

HCID 8082PiperidineHCID 10340Sodium CarbonateHCID 18348522Ethyl 4-(3-chloropropoxy)benzoate

Produkt 1

HCID 17986307Ethyl 4-(3-Piperidin-1-ylpropoxy)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 4875Potassium IodideKatalysatorHCID 2631-ButanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
105 °C

Versuchsvorschrift

A stirred mixture of ethyl 4-(3-chloropropoxy)benzoate (70.0 g), piperidine (43.35 ml), sodium carbonate (45.36 g) and potassium iodide (2.37 g) in 1-butanol (650 ml) was heated at 105° C. for 16 h. The reaction was cooled to rt, diluted with EtOAc (1600 ml), washed with water (3×700 ml), saturated brine (700 ml), dried (MgSO4) and evaporated to give the title compound (D1) (82.57 g) which displayed MS and 1H NMR spectra that were identical to those of the product obtained by D1 (Method A).

Aufarbeitung

  1. temperatureThe reaction was cooled to rt
  2. washwashed with water (3×700 ml), saturated brine (700 ml)
  3. dry with materialdried (MgSO4)
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-94fe1cbe5b864289ae81f3f0848c2cf1
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07446103B2

Notizen zur Reaktion

Wird geladen…