Benzoyl chloride → N-benzoyl-4-hydroxypiperidine

HRID 544252Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 544252
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:10][CH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1.C(=O)([O-])[O-].[Na+].[Na+]>O>[C:1]([N:14]1[CH2:15][CH2:16][CH:11]([OH:10])[CH2:12][CH2:13]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 7412Benzoyl chlorideHCID 10340Sodium CarbonateHCID 79341Piperidin-4-ol

Produkt 1

HCID 9877704N-benzoyl-4-hydroxypiperidineAusbeute 90,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

In this reference example, 7.03 g of benzoyl chloride was added dropwise to a mixture of 5.05 g of 4-hydroxypiperidine, 6.36 g of sodium carbonate and 60 ml of water at 10° C. with stirring. After the addition, the mixture was maintained at 5° C. for 2 hours. The reaction mixture was filtered, and then filtrate was extracted with dichloromethane. The extract was concentrated, and ether was added to crystallize, whereby 9.20 g of 1-benzoyl-4-hydroxypiperidine was obtained (yield: 90.1%).

Aufarbeitung

  1. additionAfter the addition
  2. filtrationThe reaction mixture was filtered
  3. extractionfiltrate was extracted with dichloromethane
  4. concentrationThe extract was concentrated
  5. additionether was added
  6. customto crystallize

Quellen und Nachweise

ORD-Eintrag
ord-a9b7dc2369884f3d9893afe343f82f4c
Quelldatensatz
uspto-grants-1984_05
Patentnummer
US04448964

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