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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82822Generated: October 29, 2026

Nitrogen → (2-(2-Methoxypropan-2-yl)oxazol-4-yl)methanol

https://huagongshe.com/reaction/82822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant4-(((tert-Butyldimethylsilyl)oxy)methyl)-2-(2-methoxypropan-2-yl)oxazoleHCID 86698205—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product(2-(2-Methoxypropan-2-yl)oxazol-4-yl)methanolHCID 67958000—

Reaction Conditions

Temperature0 °C

Reaction Steps

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 4-(((tert-butyldimethylsilyl)oxy)methyl)-2-(2-methoxypropan-2-yl)oxazole (110 mg, 0.39 mmol) in THF (1.8 mL) was treated at 0° C. with TBAF (0.39 mL of a 1M solution in THF, 0.39 mmol) and the resulting mixture was stirred for 45 min at 0° C. The reaction mixture was diluted with EA (10 mL), washed with sat. aq. NH4Cl (5 mL) and brine, dried over MgSO4, filtered and the solvent was removed under reduced pressure. Purification of the residue by FC (3:7 hept-EA) gave the title compound as a yellow oil: TLC: rf (3:7 hept-EA)=0.20. LC-MS-conditions 07: tR=0.44 min, [M+H]+=172.01.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846733B2
Source datasetuspto-grants-2014_09
ORD IDord-70ff6aa1909343988ad5211649e69a4c
Source noteuspto-grants-2014_09