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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036040Generated: October 30, 2026

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

https://huagongshe.com/reaction/1036040

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 341C (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 5-50% ethyl acetate in hexanes step gradient to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546399B2
Source datasetuspto-grants-2013_10
ORD IDord-190b7b1b4afc42408db3fa862a0faf6f
Source noteuspto-grants-2013_10