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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508164Generated: October 29, 2026

Water → [5-(4-Chlorophenyl)-1,3-oxazol-4-yl]methanol

https://huagongshe.com/reaction/508164

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant4-Oxazolecarboxylic acid, 5-(4-chlorophenyl)-, methyl esterHCID 11846342—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product[5-(4-Chlorophenyl)-1,3-oxazol-4-yl]methanolHCID 58284362—

Reaction Conditions

Temperature0 °C

Reaction Steps

166 mg (4.38 mmol) of lithium aluminum hydride are initially charged in 10 ml of dry THF and cooled to 0° C. A solution of 260 mg (1.09 mmol) of the compound from Example 37A in 10 ml of dry THF is added dropwise. After the addition has ended, the reaction solution is slowly warmed to RT and stirred at this temperature for 1 h. With stirring, the mixture is then heated at reflux for 2 h. The mixture is then cooled again to 0° C., 0.4 ml of water and 0.8 ml of 1 N aqueous sodium hydroxide solution are added carefully and the mixture is stirred at RT for 3 h. The precipitate formed is filtered off, and the filtrate is freed from the solvent 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-a7fa4604d7d7428d90a722e1774742b3
Source noteuspto-grants-2015_08