2-Naphthaleneethanol → 4-Benzamido-1-[2-(2-naphthyl)ethyl]piperidine

HRID 437246

Reaktionsgleichung

Reaktionsgleichung von HRID 437246
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][CH2:12]O.[C:14]([NH:22][CH:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>[Ni].C1(C)C(C)=CC=CC=1>[C:14]([NH:22][CH:23]1[CH2:28][CH2:27][N:26]([CH2:12][CH2:11][C:2]2[CH:3]=[CH:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH:1]=2)[CH2:25][CH2:24]1)(=[O:21])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Komponenten

5

Edukt 2

HCID 738772-NaphthaleneethanolHCID 118120N-4-Piperidylbenzamide

Produkt 1

HCID 214306134-Benzamido-1-[2-(2-naphthyl)ethyl]piperidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 7237O-XyleneLösungsmittel

Versuchsvorschrift

2-(2-Naphthyl)ethanol (3.44 g., 0.02 mole), 4-benzamidopiperidine (4.08 g., 0.02 mole) and Raney Nickel (W7 ca. 5 g.) were suspended in xylene (200 ml.) and the stirred mixture boiled under reflux for 16 hours. Liberated water was removed by means of a Dean and Stark apparatus. The mixture was filtered hot and evaporated to ca. 100 ml. The resulting yellow solution was stored until crystallisation was complete. The title compound was obtained as off-white needles (3.30 g.), m.p. 189°-191° C.

Aufarbeitung

  1. temperatureunder reflux for 16 hours
  2. customLiberated water was removed by means of a Dean and Stark apparatus
  3. filtrationThe mixture was filtered hot
  4. customevaporated to ca. 100 ml
  5. customThe resulting yellow solution was stored until crystallisation

Quellen und Nachweise

ORD-Eintrag
ord-f0ae86a5d7d94fe7a08083e5cbbad43a
Quelldatensatz
uspto-grants-1977_06
Patentnummer
US04029801

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