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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2377498Generated: November 1, 2026

Hydrochloric Acid → HCID 21107232, compound

https://huagongshe.com/reaction/2377498

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHydrogen CyanideHCID 768—
ReactantSodium CyanideHCID 8929—
ReactantHCID 22218197HCID 22218197—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 21107232HCID 21107232—

Reaction Steps

A solution of 6-methoxy-4,4,7-trimethyl-3,4-dihydro-2H-naphthalen-1-one (described in U.S. 2003/0166932, published Sep. 4, 2003, incorporated herein by reference; 5.5 g, 25.6 mmol) and sodium cyanide (6.25 g, 127 mmol) in anhydrous dimethylsulfoxide (100 mL) was heated at 230° C. for 48 h under argon. The reaction mixture was then cooled to ambient temperature, poured into ice and acidified (Caution! Hydrogen cyanide evolution!) with dilute hydrochloric acid and extracted with ethyl acetate (×2). The combined organic extract was washed with brine (×1), dried over anhydrous sodium sulfate, filtered and evaporated to afford the title compound, which was used as such for the next step (5.2 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07468391B2
Source datasetuspto-grants-2008_12
ORD IDord-e4ab91558bdd4e7eb83256423f10dfd8
Source noteuspto-grants-2008_12