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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1105897Generated: October 27, 2026

Methyl iodide → Methyl 4-[15-(trifluoromethyl)pentadecylamino]benzoate

https://huagongshe.com/reaction/1105897

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant4-[15-(Trifluoromethyl)pentadecylamino]benzoic acidHCID 12831610—
SolventHexamethylphosphoramideHCID 12679—
ProductMethyl 4-[15-(trifluoromethyl)pentadecylamino]benzoateHCID 20549341—

Reaction Steps

A solution of 7.20 g. of 4-[15-(trifluoromethyl)pentadecylamino]benzoic acid in 25 ml. of hexamethylphosphoramide is added to a stirred mixture of 0.800 g. of sodium hydride (57% in mineral oil) and 25 ml. of hexamethylphosphoramide. The solution which forms after one hour is treated with 11.0 g. of methyl iodide and is then stirred at 25° C. for 18 hours. Dilution with water followed by filtration affords a white solid which is crystallized from ethanol to yield the product as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04310545
Source datasetuspto-grants-1982_01
ORD IDord-22189617778d4e81b6c6c5fdf760ae52
Source noteuspto-grants-1982_01