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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 262401Generated: October 31, 2026

Hydrochloric Acid → 5-Chloromethylfurfural

https://huagongshe.com/reaction/262401

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTolueneHCID 1140—
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
ReactantSodium dodecylbenzene sulphonateHCID 57371080—
CatalystHexadecyltrimethylammonium chlorideHCID 8154—
SolventWaterHCID 962—
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 toluene 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 was diluted with a little water and filtered through Celite while being washed with toluene. The toluene layer was treated in the same manner to obtain about 1.7 g of 5-chloromethylfurfural.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04154744
Source datasetuspto-grants-1979_05
ORD IDord-9c9d8a4ec7104e3c9b525acc8d9ac687
Source noteuspto-grants-1979_05