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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 55557Generated: October 29, 2026

Phosphate → 2-Carboxymethylthio-2-methyltetrahydrofuran

https://huagongshe.com/reaction/55557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphateHCID 1061—
ReactantThioglycolic AcidHCID 1133—
Reactant2,3-Dihydro-5-methylfuranHCID 15145—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Product2-Carboxymethylthio-2-methyltetrahydrofuranHCID 19957989—

Reaction Steps

A solution of mercaptoacetic acid (10 mmol) in 5 mL of dichloromethane containing p-toluenesulfonic acid mono-hydrate (100 mg) is cooled with stirring to -10° to -25° C. 2-Methyl-4,5-dihydrofuran (10 mmol) in 10 mL of dichloromethane is added dropwise to the cold solution while the temperature is maintained between -10° C. to -25° C. Then 5 mL of phosphate buffer is added and the solution is allowed to come to room temperature. The mixture is poured into a 30 mL of ethyl acetate and 10 mL of water. Organic layer is separated and the aqueous layer is extracted with ethyl acetate. The combined ethyl acetate layer is dried and evaporated to give 26 as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05625075
Source datasetuspto-grants-1997_04
ORD IDord-8a84ce7bcd39449b8c918245109bf273
Source noteuspto-grants-1997_04