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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1474010Generated: October 27, 2026

Aluminium lithium hydride → (2-(4-Methyl-3-(3-methylbut-2-enyloxy)phenylamino)oxazol-4-yl)methanol

https://huagongshe.com/reaction/1474010

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
ReactantEthyl 2-(4-methyl-3-(3-methylbut-2-enyloxy)phenylamino)oxazole-4-carboxylateHCID 68490366—
SolventTetrahydrofuranHCID 8028—
Product(2-(4-Methyl-3-(3-methylbut-2-enyloxy)phenylamino)oxazol-4-yl)methanolHCID 8664504934.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of the compound ethyl 2-(4-methyl-3-(3-methylbut-2-enyloxy)phenylamino)oxazole-4-carboxylate (42 mg, 0.13 mmol) in anhydro THF (1 mL) was added to a suspension of LiAlH4 (10 mg, 0.25 mmol) in dry THF (1 mL) cooled at 0° C. under nitrogen atmosphere. After 2 h, the reaction mixture was quenched with H2O, filtrated, dried over MgSO4 and concentrated. The title compound was purified by flash chromatography on silica gel (hexane:EtOAc 1/1) to afford the product (13 mg, 34% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018209B2
Source datasetuspto-grants-2015_04
ORD IDord-be2b52f770e64ee2a0aab3d2beb22601
Source noteuspto-grants-2015_04