Hydrochloric Acid → 4-Hydroxy-4-(pyridin-2-yl)cyclohexanone

HRID 549937Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 549937
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1([OH:17])[CH2:16][CH2:15][C:10]2(OCC[O:11]2)[CH2:9][CH2:8]1.Cl>O1CCCC1>[OH:17][C:7]1([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)[CH2:8][CH2:9][C:10](=[O:11])[CH2:15][CH2:16]1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 21187637HCID 21187637, Verbindung

Produkt 1

HCID 211876304-Hydroxy-4-(pyridin-2-yl)cyclohexanoneAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

8-Pyridin-2-yl-1,4-dioxaspiro[4.5]decan-8-ol (1.44 g) was dissolved in tetrahydrofuran (25 ml). 2M hydrochloric acid (25 ml) was added and the solution stirred at room temperature overnight. The THF was removed in vacuo and remaining solution made basic with 2M aqueous sodium hydroxide and partitioned with dichloromethane (2×100 ml). Combined organics were dried (sodium sulphate) and concentrated in vacuo to give 4-hydroxy-4-pyridin-2-ylcyclohexanone as an off-white solid (1.07 g, 92%).

Aufarbeitung

  1. customThe THF was removed in vacuo
  2. custompartitioned with dichloromethane (2×100 ml)
  3. dry with materialCombined organics were dried (sodium sulphate)
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-00c0530ef2164911b874a2af9b83bfa2
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07943768B2

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