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

Participants

Role	Name	HCID	Charge
Reactant	Sodium Hydroxide	HCID 14798	—
Reactant	Thionyl Chloride	HCID 24386	—
Reactant	8-(4-Pyridinyl)-1,4-dioxaspiro[4.5]decan-8-ol	HCID 13772053	—
Solvent	Pyridine	HCID 1049	—
Product	4-(1,4-Dioxaspiro[4.5]dec-7-en-8-yl)pyridine	HCID 13772054	86.6%

Reaction Conditions

Temperature	0 °C

Reaction Steps

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.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US04639521
Source dataset	uspto-grants-1987_01
ORD ID	ord-6135d322c9364c05a30f77440b5214e6
Source note	uspto-grants-1987_01