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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 262402Generated: October 31, 2026

Hydrochloric Acid → 5-Chloromethylfurfural

https://huagongshe.com/reaction/262402

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
ReactantSodium dodecylbenzene sulphonateHCID 57371080—
CatalystHexadecyltrimethylammonium chlorideHCID 8154—
SolventCarbon TetrachlorideHCID 5943—
Product5-ChloromethylfurfuralHCID 74191—

Reaction Steps

To the same three-necked flask were added 5 g of a commercially available D-glucose and two kinds of surface active agent, i.e., 97.6 mg of sodium laurylbenzenesulfonate and 89.6 mg of cetyltrimethylammonium chloride. Then, 5 ml of water and 30 ml of carbon tetrachloride were added thereto and the mixture was stirred. Thereafter, a molar excess of hydrogen chloride was passed through the mixture at room temperature for 25 minutes. Stirring was continued at 50° C. for a further 7 hours. The reaction solution which seemed to gel slightly was filtered through Celite while being washed with small amounts of water and carbon tetrachloride. The lower carbon tetrachloride layer was neutralized, dried and concentrated to obtain about 1.5 g of 5-chloromethylfurfural.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04154744
Source datasetuspto-grants-1979_05
ORD IDord-6f2f3b2043874e68bd8b083f1793209a
Source noteuspto-grants-1979_05