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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1400958Generated: November 3, 2026

Sodium Hydroxide → Methyl 2,2-dimethyl-3-oxopropanoate

https://huagongshe.com/reaction/1400958

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 3-hydroxypivalateHCID 84152—
ReactantTriacetoxyperiodinaneHCID 159087—
SolventDichloromethaneHCID 6344—
ProductMethyl 2,2-dimethyl-3-oxopropanoateHCID 11137194—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a stirred solution of methyl 2,2-dimethyl-3-hydroxypropionate (1 g, 7.57 mmol) in DCM (50 ml) at 0° C. under nitrogen was added Dess-Martin periodinane (3.21 g, 7.57 mmol) in one portion and the reaction mixture was stirred at 0° C. for 1 h then rt for 45 min. The reaction mixture was cooled down to 0° C. and poured into 1N NaOH solution (30 mL) and extracted with DCM. The organic layer was collected, dried over anhydrous magnesium sulfate, filtered, and partially evaporated (at around 25° C.) under reduced pressure, to afford a solution of 567 that was stored in the freezer and used in the next step without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906852B2
Source datasetuspto-grants-2014_12
ORD IDord-1647ba3a18664b8aa9bd0d711223afb1
Source noteuspto-grants-2014_12