7-bromo-2',3'-dihydro-1'H-spiro[isoindoline-1,4'-pyridin]-3-one → 7-Bromospiro[isoindoline-1,4'-piperidin]-3-one

HRID 390138Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 390138
[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:15]=1[C:9]1([CH:14]=[CH:13][NH:12][CH2:11][CH2:10]1)[NH:8][C:7]2=[O:16]>CC(O)=O.O=[Pt]=O>[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:15]=1[C:9]1([CH2:10][CH2:11][NH:12][CH2:13][CH2:14]1)[NH:8][C:7]2=[O:16]

Komponenten

4

Edukt 1

HCID 582957447-bromo-2',3'-dihydro-1'H-spiro[isoindoline-1,4'-pyridin]-3-one

Produkt 1

HCID 582957267-Bromospiro[isoindoline-1,4'-piperidin]-3-oneAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 345198Adams' catalystKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A solution of 7-bromo-2′,3′-dihydro-1′H-spiro[isoindoline-1,4′-pyridin]-3-one (2 g, 0.0072 mol) in CH3COOH was hydrogenated in the presence of PtO2 for 1.5 h. The catalyst was removed by filtration and the filtrate was concentrated to give the crude product which was washed with saturated aq Na2CO3. The solvent was removed to give the 7-bromospiro[isoindoline-1,4′-piperidin]-3-one (2 g, 100%).

Aufarbeitung

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated
  3. customto give the crude product which
  4. washwas washed with saturated aq Na2CO3
  5. customThe solvent was removed

Quellen und Nachweise

ORD-Eintrag
ord-fa458ef465bd4795b4d1554c03548242
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08383629B2

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