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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508154Generated: October 28, 2026

4-Methylmorpholine → HCID 58118959, compound

https://huagongshe.com/reaction/508154

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantEthyl chloroformateHCID 10928—
ReactantSodium HydroxideHCID 14798—
Reactant2-Phenyl-5-(trifluoromethyl)-oxazole-4-carboxylic acidHCID 2776438—
ReactantAluminium lithium hydrideHCID 21226445—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58118959HCID 58118959—

Reaction Conditions

Temperature-10 °C

Reaction Steps

500 mg (1.94 mmol) of 2-phenyl-5-(trifluoromethyl)-1,3-oxazole-4-carboxylic acid are dissolved in 40 ml of dry THF and cooled to −10° C. 197 mg (1.94 mmol) of 4-methylmorpholine and 211 mg (1.94 mmol) of ethyl chloroformate are added. The reaction solution is stirred at −10° C. for 1 h. 3.9 ml (3.89 mmol) of a 1 M solution of lithium aluminum hydride in THF are then slowly added dropwise. The reaction mixture is stirred overnight and slowly allowed to warm to RT. The mixture is then once more cooled to 0° C., and 0.6 ml of water and 1.2 ml of 1 N aqueous sodium hydroxide solution are added carefully. The mixture is then stirred at RT overnight. After filtration, the solvent is removed on a rotary evaporator. The residue is used without further purification in the subsequent reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09095582B2
Source datasetuspto-grants-2015_08
ORD IDord-9d88209e2aa5464bab63ea959074dc8a
Source noteuspto-grants-2015_08