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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1806923Generated: November 3, 2026

Hexane → Methyl 4-hydroxy-2,2-dimethylbutanoate

https://huagongshe.com/reaction/1806923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant4-Hydroxy-2,2-dimethylbutanoic acidHCID 13884593—
SolventMethanolHCID 887—
SolventDiethyl EtherHCID 3283—
ProductMethyl 4-hydroxy-2,2-dimethylbutanoateHCID 1894252462%

Reaction Conditions

Temperature0 °C

Reaction Steps

Step B To the mixture of 4-hydroxy-2,2-dimethyl-butanoic acid (2.2 g, 16.6 mmol) in ethyl ether (16 mL) and methanol (24 mL) at 0° C. was added a hexane solution (2.0 M) of trimethylsilyldiazomethane (Aldrich) (12.5 mL, 25 mmol). The reaction mixture was stirred at 0° C. for 1 h. The solvents were evaporated. The residue was taken up in ethyl acetate, washed with diluted aqueous HCl solution, saturated aqueous NaHCO3 solution, brine, dried over MgSO4, and concentrated to give 4-hydroxy-2,2-dimethyl-butyric acid methyl ester as a colorless oil (1.5 g, 62%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354444B2
Source datasetuspto-grants-2013_01
ORD IDord-c8ac715d6853432fb75e03bc6bd4bd8a
Source noteuspto-grants-2013_01