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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2263369Generated: November 1, 2026

Ethyl Acetate → HCID 68779597, compound

https://huagongshe.com/reaction/2263369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantAmmonium ChlorideHCID 25517—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 68780462HCID 68780462—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68779597HCID 6877959742.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

1.10 g 4-Methoxymethyl-2-[2-(4-methoxy-phenyl)-vinyl]-oxazole-5-carboxylic acid methyl ester were dissolved in 15 ml tetrahydrofuran and added to a ice cooled solution of 137 mg lithium aluminium hydride in 7 ml tetrahydrofuran. The reaction mixture was stirred at 0° C. for one hour. Then 50 ml ethyl acetate and 20 ml saturated NH4Cl solution were added. The precipitate was filtered off through a celite pad and washed with ethyl acetate. The organic layer of the filtrate was separated. The aqueous layer of the filtrate was extracted two times with portions of 100 ml ethyl acetate. The combined organic layers were dried over MgSO4. The solvent was removed in vacuo and the residue purified by RP-HPLC to obtain to 420 mg {4-methoxymethyl-2-[2-(4-methoxy-phenyl)-vinyl]-oxazol-5-yl}-methanol as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851493B2
Source datasetuspto-grants-2010_12
ORD IDord-83eace48dbc2472a911a4eb3a6f48f3e
Source noteuspto-grants-2010_12