Ethyl 4-[(2,6-dimethylphenyl)imino]-1-piperidinecarboxylate → HCID 23338990, Verbindung

HRID 1706727Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1706727
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[N:9]=[C:10]1[CH2:15][CH2:14][N:13]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:12][CH2:11]1.[H][H]>[Pt](=O)=O.CO>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][CH:10]1[CH2:15][CH2:14][N:13]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:12][CH2:11]1

Komponenten

5

Edukt 2

HCID 23339012Ethyl 4-[(2,6-dimethylphenyl)imino]-1-piperidinecarboxylateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 23338990HCID 23338990, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 345198Adams' catalystKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 45 parts of ethyl 4-[(2,6-dimethylphenyl)-imino]-1-piperidinecarboxylate, 0.3 parts of platinum dioxide in 160 parts of methanol is hydrogenated at normal pressure and at a temperature between 24° and 35° C. After the calculated amount of hydrogen is taken up, hydrogenation is stopped. The catalyst is filtered off and the filtrate is evaporated. The oily residue is distilled, to yield 30 parts of the oily free base of ethyl 4-[(2,6-dimethylphenyl)amino]-1-piperidinecarboxylate; bp. 148°-153° C. at 0.01 mm. pressure. From this distillate, the hydrochloride salt is prepared in the usual manner in 1,1'-oxybisethane. The precipitated solid salt is filtered off and dried, yielding 28.5 parts of ethyl 4-[(2,6-dimethylphenyl)amino]-1-piperidinecarboxylate hydrochloride; mp. 195.5° C.

Aufarbeitung

  1. customis hydrogenated at normal pressure and at a temperature between 24° and 35° C
  2. filtrationThe catalyst is filtered off
  3. customthe filtrate is evaporated
  4. distillationThe oily residue is distilled

Quellen und Nachweise

ORD-Eintrag
ord-29f6f750ed0b46d2b999b35d7c9ad273
Quelldatensatz
uspto-grants-1980_06
Patentnummer
US04208418

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