Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1458352Generated: October 31, 2026

Tetrabutylammonium Fluoride → 4-(3-Methylisoxazol-5-yl)butan-1-ol

https://huagongshe.com/reaction/1458352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant5-[4-(Tert-butyldirnethylsilanyloxy)butyl]-3-methylisoxazoleHCID 22100904—
SolventTetrahydrofuranHCID 8028—
Product4-(3-Methylisoxazol-5-yl)butan-1-olHCID 2210091672.9%

Reaction Steps

To a solution of 5-[4-(tert-butyldirnethylsilanyloxy)butyl]-3-methylisoxazole (350 mg in 5 mL dry tetrahydrofuran) at 0° C. was added 1.62 mL of a 1M solution of tetrabutylammonium fluoride in tetrahydrofuran and the mixture stirred while warming to room temperature. After 16 hours, the mixture was concentrated in vacuo and the residue purified by flash chromatography on silica gel (ethyl acetate:hexane, 1:3, then 1:1) to give the title compound (147 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05849764
Source datasetuspto-grants-1998_12
ORD IDord-a5ce27bcc5534cc5b3eedb0f54a1e2cf
Source noteuspto-grants-1998_12