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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 584373Generated: October 30, 2026

Water → {3-[(5-Methyl-2-Phenyl-1,3-Oxazol-4-Yl)methoxy]phenyl}methanol

https://huagongshe.com/reaction/584373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium borohydrideHCID 4311764—
Reactant3-(5-Methyl-2-phenyl-4-oxazolylmethoxy)benzaldehydeHCID 10708843—
SolventMethanolHCID 887—
Product{3-[(5-Methyl-2-Phenyl-1,3-Oxazol-4-Yl)methoxy]phenyl}methanolHCID 1114097784.1%

Reaction Steps

Sodium borohydride (1.18 g) was added to a solution of 3-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzaldehyde (18.3 g) in methanol (50 ml)-tetrahydrofuran (100 ml) in portions at 0° C. After stirring for 30 minutes, water was added to the reaction mixture and extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride, dried (MgSO4) and concentrated. The remaining crystals were recrystallized from ethyl acetate-hexane to obtain 3-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzylalcohol (15.5 g, yield 84%) as colorless crystals. m.p. 101-102° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06924300B2
Source datasetuspto-grants-2005_08
ORD IDord-68e06791830d4ec48a9a2265690de72f
Source noteuspto-grants-2005_08