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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 648256Generated: October 28, 2026

Potassium Carbonate → N-(2-fluoro-4-methylphenyl)valine

https://huagongshe.com/reaction/648256

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-(Bromomethyl)-3-phenoxybenzeneHCID 94544—
Reactantalpha-(2-Fluoro-4-methylphenylamino)isovaleric acidHCID 20482718—
ReactantNaOH etherHCID 86719931—
SolventTetrahydrofuranHCID 8028—
SolventHexamethylphosphoramideHCID 12679—
ProductN-(2-fluoro-4-methylphenyl)valineHCID 54059120—

Reaction Steps

To a mixture of 5.15 mmole of α-(2-fluoro-4-methylphenylamino)isovaleric acid, potassium carbonate (6.44 mmole), 4 ml of HMPT and 3 ml of THF, stirred, is added 5.13 mmole of m-phenoxybenzyl bromide. The reaction is stirred overnight at RT. The reaction is poured into 5% sodium hydroxide/ether, extracted with water (2×) and then washed with water (2×), dried over sodium sulfate and rotoevaporated under vacuum. The crude product is subjected to preparatory TLC eluting with 10% ether/hexane to give m-phenoxybenzyl ester of N-(2-fluoro-4-methylphenyl)valine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04411912
Source datasetuspto-grants-1983_10
ORD IDord-94c67970570446f380dfa6497a4936ed
Source noteuspto-grants-1983_10