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Ammonium Hydroxide → Phenylamino-1-(2-phenylethyl)-4-piperidinecarboxylic acid

HRID 1973791
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1973791
C1(N[C:8]2([C:22]([O:24]CC3C=CC=CC=3)=[O:23])[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:10][CH2:9]2)C=CC=CC=1.[OH-].[NH4+:33]>[Pd].CO>[C:16]1([NH:33][CH:10]2[CH2:9][CH:8]([C:22]([OH:24])=[O:23])[CH2:13][CH2:12][N:11]2[CH2:14][CH2:15][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 14923Ammonium HydroxideHCID 12298150Phenylmethyl 4-(phenylamino)-1-(2-phenylethyl)-4-piperidinecarboxylate

Produkt 1

HCID 86734310Phenylamino-1-(2-phenylethyl)-4-piperidinecarboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 60 parts of phenylmethyl 4-(phenylamino)-1-(2-phenylethyl)-4-piperidinecarboxylate and 320 parts of methanol is hydrogenated at normal pressure and at room temperature with 10 parts of palladium-on-charcoal catalyst 10%. Upon the addition of a concentrated ammonium hydroxide solution, the precipitate, which is formed during the hydrogenation, is dissolved. The catalyst is filtered off and the filtrate is concentrated. Methanol is added and the whole is concentrated again. After cooling to room temperature the product is filtered off and dried in vacuo at 120° C, yielding 43.7 parts of 4-(phenylamino-1-(2-phenylethyl)-4-piperidinecarboxylic acid; mp. 268° C.

Aufarbeitung

  1. customthe precipitate, which is formed during the hydrogenation
  2. dissolutionis dissolved
  3. filtrationThe catalyst is filtered off
  4. concentrationthe filtrate is concentrated
  5. additionMethanol is added
  6. concentrationthe whole is concentrated again
  7. filtrationis filtered off
  8. customdried in vacuo at 120° C

Quellen und Nachweise

ORD-Eintrag
ord-c6692313b7da4e0aa778971ac01cf6cb
Quelldatensatz
uspto-grants-1976_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US03998834

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