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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449449Generated: October 29, 2026

Hydrochloric Acid → HCID 59496759, compound

https://huagongshe.com/reaction/449449

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CyanideHCID 9032—
Reactant5-Cyclobutylidene-2,2-dimethyl-1,3-dioxane-4,6-dioneHCID 59496546—
CatalystTetrabutylammonium BromideHCID 74236—
SolventEthanolHCID 702—
ProductHCID 59496759HCID 5949675995.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

Potassium cyanide (0.12 g, 1.8 mmol) was added to a mixture of 5-cyclobutylidene-2,2-dimethyl-1,3-dioxane-4,6-dione (0.30 g, 1.5 mmol) and tetra-N-butylammonium bromide (0.049 g, 0.15 mmol) (Sigma-Aldrich, Cat. #193119) in ethanol (5.0 mL). The reaction mixture was stirred at 80° C. for 2 h. After cooled to r.t., the mixture was adjusted to pH=2 with aqueous HCl. The mixture was extracted with ethyl acetate (3×20 mL). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on a silica gel column with ethyl acetate in dichloromethane (0-80%) to afford the desired product (0.32 g, 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481732B2
Source datasetuspto-grants-2013_07
ORD IDord-c67ce501b9654c068116e46837b5938b
Source noteuspto-grants-2013_07