Sodium Hydroxide → 4-(1,4-Dioxaspiro[4.5]dec-7-en-8-yl)pyridine

HRID 980906Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 980906
[CH2:1]1[O:17][C:4]2([CH2:9][CH2:8][C:7](O)([C:10]3[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=3)[CH2:6][CH2:5]2)[O:3][CH2:2]1.S(Cl)(Cl)=O.[OH-].[Na+]>N1C=CC=CC=1>[CH2:2]1[O:3][C:4]2([CH2:9][CH2:8][C:7]([C:10]3[CH:11]=[CH:12][N:13]=[CH:14][CH:15]=3)=[CH:6][CH2:5]2)[O:17][CH2:1]1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 24386Thionyl ChlorideHCID 137720538-(4-Pyridinyl)-1,4-dioxaspiro[4.5]decan-8-ol

Produkt 1

HCID 137720544-(1,4-Dioxaspiro[4.5]dec-7-en-8-yl)pyridineAusbeute 86,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To 5 g of 4-hydroxy-4-(4-pyridyl)cyclohexanone ethyleneacetal dissolved in 40 ml of pyridine, there was added 8 ml of thionyl chloride at -10° C. After stirring the mixture at 0° C., the reaction mixture was poured into ice water. Then, an excess amount of aqueous sodium hydroxide solution was added. The reaction mixture was extracted with methylene chloride and purified. Thus, there was obtained 4 g of 4-(4-pyridyl)cyclohex-3-enone ethyleneacetal.

Aufarbeitung

  1. extractionThe reaction mixture was extracted with methylene chloride
  2. custompurified

Quellen und Nachweise

ORD-Eintrag
ord-6135d322c9364c05a30f77440b5214e6
Quelldatensatz
uspto-grants-1987_01
Patentnummer
US04639521

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