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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200825Generated: October 31, 2026

Pinacolone → 8-Methoxy-2,2-dimethyloctan-3,5-dione

https://huagongshe.com/reaction/2200825

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPinacoloneHCID 6416—
ReactantSodium hydrideHCID 24758—
ReactantMethyl 4-methoxybutanoateHCID 542317—
Solvent1,2-DimethoxyethaneHCID 8071—
Product8-Methoxy-2,2-dimethyloctan-3,5-dioneHCID 1299195614%

Reaction Steps

1.8 mol of sodium hydride was added to the solvent ethylene glycol dimethyl ether, and 1 mol of methyl 4-methoxybutanoate was added thereto and stirred at room temperature for 10 minutes. Then, 1.2 mol of t-butylmethylketone was added to the solution which was then stirred at 92° C. for 19 hours. Then, the solution was cooled to room temperature and quenched in 36% hydrochloric acid, after which water and dimethylether were added to and mixed with the solution, and water was removed therefrom. The resulting organic material was washed with 1 wt % sodium hydroxide and then with saturated saline and concentrated, and the residue was fractionated, thereby obtaining the intermediate 8-methoxy-2,2-dimethyloctan-3,5-dione at a yield of 14%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359383B2
Source datasetuspto-grants-2016_06
ORD IDord-8a4bae9cbb284070b40cc4e87a517d92
Source noteuspto-grants-2016_06