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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2210908Generated: October 31, 2026

Chloromethyl ethyl ether → HCID 18671028, compound

https://huagongshe.com/reaction/2210908

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloromethyl ethyl etherHCID 18523—
Reactant5-IodouracilHCID 69672—
ReactantBistrimethylsilylacetamidHCID 11708267—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDichloromethaneHCID 6344—
ProductHCID 18671028HCID 1867102891.7%

Reaction Steps

In 50 ml of dichloromethane, 4.76 g (20 mmol) of 5-iodouracil was suspended and added with 11 ml (45 mmol) of bistrimethylsilylacetamide and stirred for 15 minutes at room temperature to form a homogeneous solution. This solution was added with 2.04 ml (22 mmol) of chloromethyl ethyl ether and 60 mg of tetra-n-butylammonium iodide and heated under reflux for 3 hours. After the solvent was evaporated under reduced pressure, the residue was added with water to produce crystals, which were taken by filtration. The crystals were washed by suspending them in hot methanol and recovering them by cooling and filtration to obtain 5.43 g of 1-(ethoxy-methyl)-5-iodouracil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05461060
Source datasetuspto-grants-1995_10
ORD IDord-33341b0d13294369a85f8fcc2568494f
Source noteuspto-grants-1995_10