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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 325214Generated: October 26, 2026

4-Methylmorpholine → Methyl 4-hydroxymethyl-2-phenylbenzoate

https://huagongshe.com/reaction/325214

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium borohydrideHCID 4311764—
Reactant2-Phenylterephthalic acid mono methyl esterHCID 85732474—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 4-hydroxymethyl-2-phenylbenzoateHCID 10824066—

Reaction Conditions

Temperature0 °C

Reaction Steps

The resultant acid from Example 16A (1.0 equivalent) is treated with a slight excess of N-methylmorpholine (1.1 equivalent) and isobutylchworoformate (1.0 equivalent) in THF at 0° C. The mixture is then treated with NaBH4 (1.0 equivalent) and aqueous NaHCO3 and stirred at 0° C. until the reaction is judged complete by TLC analysis. The mixture is poured into dilute aqueous acid and extracted into ethyl acetate which is dried and evaporated. The product is purified by chromatography on silica gel.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06221865B1
Source datasetuspto-grants-2001_04
ORD IDord-a3f88e225bb745acb9b20d631915180d
Source noteuspto-grants-2001_04