Benzocaine → Ethyl 4-(piperidin-1-yl)benzoate

HRID 747678

Reaktionsgleichung

Reaktionsgleichung von HRID 747678
[NH2:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][CH:3]=1.Br[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]Br.C(N(C(C)C)CC)(C)C>C1C=CC=CC=1.O>[N:1]1([C:2]2[CH:3]=[CH:4][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:11][CH:12]=2)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1

Komponenten

6

Edukt 3

HCID 2337BenzocaineHCID 81001,5-DibromopentaneHCID 81531Diisopropylethylamine

Produkt 1

HCID 13813852Ethyl 4-(piperidin-1-yl)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 241BenzeneLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

2.16 g (13.1 mmol) of ethyl 4-aminobenzoate was dissolved in 20 ml of benzene. 2.97 g (13.0 mmol) of 1,5-dibromopentane and 4.53 ml (26.0 mmol) of diisopropylethylamine were added to the solution, and they were heated under reflux for 48 hours. The reaction liquid was diluted with water. After the extraction with ethyl acetate, the organic layer was washed with water and then with saturated aqueous NaCl solution, and dried over anhydrous magnesium sulfate. The solvent was evaporated to obtain the crude title compound.

Aufarbeitung

  1. temperaturewere heated
  2. temperatureunder reflux for 48 hours
  3. customThe reaction liquid
  4. extractionAfter the extraction with ethyl acetate
  5. washthe organic layer was washed with water
  6. dry with materialwith saturated aqueous NaCl solution, and dried over anhydrous magnesium sulfate
  7. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-ad3bbc83df2049d0ab063b65240d4ace
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07396844B1

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