(RS)-3-[5-(1,4-dioxa-spiro[4,5]dec-7-en-8-yl)-pyridin-2-yl]-5-methoxymethyl-oxazolidin-2-one → HCID 23371867, Verbindung

HRID 1900052Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1900052
[O:1]1[C:5]2([CH2:10][CH2:9][C:8]([C:11]3[CH:12]=[CH:13][C:14]([N:17]4[CH2:21][CH:20]([CH2:22][O:23][CH3:24])[O:19][C:18]4=[O:25])=[N:15][CH:16]=3)=[CH:7][CH2:6]2)[O:4][CH2:3][CH2:2]1>CO.[Pd]>[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([C:11]3[CH:12]=[CH:13][C:14]([N:17]4[CH2:21][CH:20]([CH2:22][O:23][CH3:24])[O:19][C:18]4=[O:25])=[N:15][CH:16]=3)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1

Komponenten

4

Edukt 1

HCID 23371891(RS)-3-[5-(1,4-dioxa-spiro[4,5]dec-7-en-8-yl)-pyridin-2-yl]-5-methoxymethyl-oxazolidin-2-one

Produkt 1

HCID 23371867HCID 23371867, VerbindungAusbeute 38,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 0.9 g of (RS)-3-[5-(1,4-dioxa-spiro[4,5]dec-7-en-8-yl)-pyridin-2-yl]-5-methoxymethyl-oxazolidin-2-one and 0.4 g of palladium-on-charcoal (10%) in 150 ml of methanol was hydrogenated at room temperature and normal pressure. After filtering off the catalyst the filtrate was concentrated and the residue was recrystallized from diethyl ether. There was obtained 0.35 g of (RS)-3-[5-(1,4-dioxa-spiro[4,5]decan-8-yl)-pyridin-2-yl]-5-methoxymethyl-oxazolidin-2-one. M.p.: 117°-121°.

Aufarbeitung

  1. customwas hydrogenated at room temperature
  2. filtrationAfter filtering off the catalyst the filtrate
  3. concentrationwas concentrated
  4. customthe residue was recrystallized from diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-94cc77ce56954073a515f02d52e28185
Quelldatensatz
uspto-grants-1996_11
Patentnummer
US05574055

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