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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1043238Generated: November 2, 2026

Hydrochloric Acid → Cyclohexanone, 4-[(phenylmethoxy)methyl]-

https://huagongshe.com/reaction/1043238

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
Reactant8-(Benzyloxymethyl)-1,4-dioxaspiro[4.5]decaneHCID 10378031—
SolventDiethyl EtherHCID 3283—
Solvent1,4-DioxaneHCID 31275—
SolventSodium BicarbonateHCID 516892—
SolventSodium chloride; waterHCID 57417360—
ProductCyclohexanone, 4-[(phenylmethoxy)methyl]-HCID 10443381—

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of EXAMPLE 445C (43.02 g) in dioxane (500 mL) was added water (125 mL) and 2M hydrochloric acid (90 mL). The mixture was heated at 85° C. for 18 hours. Upon cooling, the reaction mixture was diluted with brine (1500 mL), saturated sodium bicarbonate solution (300 mL) and ether (1000 mL). The organic layer was dried over sodium sulfate, filtered and concentrated. The crude product was purified on silica gel eluting with a 5, 15, 25, 50% ethyl acetate in hexanes step gradient to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557983B2
Source datasetuspto-grants-2013_10
ORD IDord-3d92f76fae7f4b448278706f4632c95a
Source noteuspto-grants-2013_10