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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1156114Generated: November 3, 2026

Water → Methyl 3-fluoro-4-(hexadecylamino)benzoate

https://huagongshe.com/reaction/1156114

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant3-Fluoro-4-(hexadecylamino)benzoic acidHCID 20536410—
SolventHexamethylphosphoramideHCID 12679—
ProductMethyl 3-fluoro-4-(hexadecylamino)benzoateHCID 20536536—

Reaction Steps

A solution of 7.20 g of 3-fluoro-4-(hexadecylamino)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 methyl 3-fluoro-4-(hexadecylamino)benzoate as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04333940
Source datasetuspto-grants-1982_06
ORD IDord-9cb79e37873c4b90bf3a246181ce37f0
Source noteuspto-grants-1982_06