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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 248814Generated: October 25, 2026

4-Methylmorpholine → 4-Fluorocinnamoyl-glycine methyl ester

https://huagongshe.com/reaction/248814

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant3-(4-Fluorophenyl)-2-propenoic acidHCID 98070—
ReactantGlycine methyl ester hydrochlorideHCID 122755—
ReactantGlycine,n-(1-oxo-3-phenyl-2-propen-1-yl)-, methyl esterHCID 582979—
SolventTetrahydrofuranHCID 8028—
Product4-Fluorocinnamoyl-glycine methyl esterHCID 53656853—

Reaction Conditions

Temperature0 °C

Reaction Steps

Following the general procedure described in example 1, step 2, for cinnamoyl-glycine methyl ester, glycine methyl ester hydrochloride (7.5 g) was suspended in tetrahydrofuran, cooled to 0° C., treated with N-methylmorpholine (8.4 ml, 1 equivalent), followed immediately by a precooled solution of 4-fluorocinnamic acid (10.0 g) in tetrahydrofuran, which had been pre-activated by treatment with dicyclohexylcarbodiimide (12.4 g, 1 equivalent) and 1-hydroxybenzotriazole (9.2 g). After work-up, 4-fluorocinnamoyl-glycine methyl ester was obtained as a white solid which was used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05212158
Source datasetuspto-grants-1993_05
ORD IDord-c99bff5c88ba41f8bd02708dafbd874d
Source noteuspto-grants-1993_05