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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2286696Generated: October 26, 2026

5-Fluorouracil → 1-Lauroyloxymethyl-5-fluorouracil

https://huagongshe.com/reaction/2286696

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-FluorouracilHCID 3385—
ReactantTriethylamineHCID 8471—
ReactantChloromethyl dodecanoateHCID 543634—
SolventDimethylacetamideHCID 31374—
Product1-Lauroyloxymethyl-5-fluorouracilHCID 1301428174.2%

Reaction Steps

In 100 ml of dimethylacetamide were dissolved 19.51 g (0.15 mol) of 5-fluorouracil and 75.90 g (0.75 mol) of triethylamine. To this mixture was added dropwise at room temperature 41.05 g (0.165 mol) of chloromethyl laurate and the mixture was reacted together for 20 hours. After completion of the reaction, the triethylamine and dimethylacetamide were removed by distillation and the residue was poured into 400 ml of water. The mixture was stirred, filtered and washed with water whereby crystals were obtained which were then recrystallized from 200 ml of ethanol to obtain 38.06 g of 1-lauroyloxymethyl-5-fluorouracil having a melting point of 113.7~114.2° C. in a yield of 74.2%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04267326
Source datasetuspto-grants-1981_05
ORD IDord-e8a55aae56604805ae6e84b5538a22af
Source noteuspto-grants-1981_05