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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1948140Generated: October 31, 2026

Sodium Bicarbonate → 1-Methyl-4-oxocyclohexane-1-carbonitrile

https://huagongshe.com/reaction/1948140

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant8-Methyl-1,4-dioxaspiro[4.5]decane-8-carbonitrileHCID 18728465—
SolventAcetic AcidHCID 176—
SolventSodium chloride; waterHCID 57417360—
Product1-Methyl-4-oxocyclohexane-1-carbonitrileHCID 1422739362.8%

Reaction Steps

Alternatively the compound could be obtained by heating 14.2 g of 8-methyl-1,4-dioxa-spiro[4.5]decane-8-carbonitrile in 190 mL of 80% acetic acid under reflux until conversion was complete. The mixture was cooled and poured onto 1.2 L of cold, saturated sodium bicarbonate solution. 600 mL of brine were added and the mixture was extracted several times with ethyl acetate. The combined ethyl acetate layers were washed with brine, dried over magnesium sulphate and evaporated. The residue was taken up in water and acetonitrile and lyophilized to give 6.75 g of the desired product, that could be directly used in further conversions.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399482B2
Source datasetuspto-grants-2013_03
ORD IDord-4c9c90a15bbb41f4ba91c1a3a2013729
Source noteuspto-grants-2013_03