Diisopropyl Ether → Benzyl 4-(2-oxoethyl)piperidine-1-carboxylate

HRID 1195662Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1195662
Cl[C:2](=[O:20])[CH2:3][CH:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:11])[CH2:6][CH2:5]1.S1C=CC=C1.O(C(C)C)C(C)C.[H][H]>[Pd].CN(C)C(=O)C>[O:20]=[CH:2][CH2:3][CH:4]1[CH2:5][CH2:6][N:7]([C:10]([O:12][CH2:13][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[O:11])[CH2:8][CH2:9]1

Komponenten

7

Edukt 4

HCID 7914Diisopropyl EtherHCID 8030ThiopheneHCID 20479781Phenylmethyl 4-(2-chloro-2-oxoethyl)-1-piperidinecarboxylateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 22278282Benzyl 4-(2-oxoethyl)piperidine-1-carboxylateAusbeute 95,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

A mixture of 90 parts of (phenylmethyl) 4-(2- chloro-2-oxoethyl)-1-piperidinecarboxylate, 90 parts of N,N-dimethylacetamide 6 parts of a thiophene solution and 438 parts of 2,2'-oxybispropane was hydrogenated at normal pressure and at room temperature in the presence of 5 parts of palladium-on-charcoal 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was taken up in water. The separated organic layer was dried, filtered and evaporated, yielding 75 parts (95.7%) of (phenylmethyl) 4-(2-oxoethyl)-1-piperidinecarboxylate as a residue (interm. 7).

Aufarbeitung

  1. filtrationthe catalyst was filtered off
  2. customThe separated organic layer was dried
  3. filtrationfiltered
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-f0109f1715e245e9a194756130010a09
Quelldatensatz
uspto-grants-1992_05
Patentnummer
US05112825

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