1-Benzyl-3-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]-1,2,5,6-tetrahydropyridine → 3-[4-(1,1-Dimethylheptyl)-2-hydroxyphenyl]piperidine

HRID 1155834Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1155834
C([N:8]1[CH2:13][CH2:12][CH:11]=[C:10]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([CH3:28])([CH3:27])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[CH:16][C:15]=2[O:29]CC2C=CC=CC=2)[CH2:9]1)C1C=CC=CC=1.[H][H]>[Pd].C(O)C>[CH3:28][C:20]([C:17]1[CH:18]=[CH:19][C:14]([CH:10]2[CH2:11][CH2:12][CH2:13][NH:8][CH2:9]2)=[C:15]([OH:29])[CH:16]=1)([CH3:27])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]

Komponenten

5

Edukt 2

HCID 204997811-Benzyl-3-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]-1,2,5,6-tetrahydropyridineHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 155715583-[4-(1,1-Dimethylheptyl)-2-hydroxyphenyl]piperidineAusbeute 42 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 4.2 g. (8.73 mmols) of 1-benzyl-3-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]-1,2,5,6-tetrahydropyridine, 4.0 g. of 10% palladium-on-carbon and 50 ml. of ethanol is stirred under one atmosphere of hydrogen for 2 hours. The reaction mixture is filtered through diatomaceous earth with ethyl acetate, evaporated and the residue again dissolved in ethyl acetate and filtered. The filtrate is evaporated and the residue crystallized in ether to yield 1.1 g. (42%) of the title compound.

Aufarbeitung

  1. additionA mixture of 4.2 g
  2. filtrationThe reaction mixture is filtered through diatomaceous earth with ethyl acetate
  3. customevaporated
  4. dissolutionthe residue again dissolved in ethyl acetate
  5. filtrationfiltered
  6. customThe filtrate is evaporated
  7. customthe residue crystallized in ether
  8. customto yield 1.1 g

Quellen und Nachweise

ORD-Eintrag
ord-e9edcd3df0e24faf969ada7faf4a9c9c
Quelldatensatz
uspto-grants-1982_06
Patentnummer
US04332942

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