Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 597977Generated: October 31, 2026

Diethyl Ether → HCID 57485781, compound

https://huagongshe.com/reaction/597977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 57485780HCID 57485780—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57485781HCID 57485781135.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of dimethyl 1,4-dioxaspiro[4.5]decane-7,9-dicarboxylate (6.0 g, 23 mmol) in dry THF at 0° C. was added lithium aluminum hydride (4.67 g, 68.7 mmol) under argon. The reaction was then refluxed overnight. The reaction was cooled to 0° C., and diethyl ether (100 ml) was added followed by drop-wise addition of 5 N NaOH until the gray lithium aluminum hydride was converted to a white solid. The reaction mixture was then filtered through a Celite pad, which was then washed with diethyl ether (100 ml). The combined filtrates were dried over sodium sulfate, filtered and concentrated by rotary evaporation to give the alcohol as a viscous colorless liquid (6.3 g, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07897611B2
Source datasetuspto-grants-2011_03
ORD IDord-213367464c1b4d9ab568cb39850bb251
Source noteuspto-grants-2011_03