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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 927042Generated: October 30, 2026

2-Phenylethanol → HCID 90203155, compound

https://huagongshe.com/reaction/927042

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-PhenylethanolHCID 6054—
ReactantTriphenylphosphineHCID 11776—
ReactantDiethyl azodicarboxylateHCID 5462977—
ReactantHCID 136491270HCID 136491270—
SolventTetrahydrofuranHCID 8028—
ProductHCID 90203155HCID 9020315564%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of [3-(4-hydroxy-phenyl)-isoxazol-4-yl]-carbamic acid tert-butyl ester (68 mg, 0.247 mmol), phenethyl alcohol (30 μL, 0.25 mmol)) and triphenylphosphine (136 mg, 0.52 mmol) in THF (1.5 mL) at 0° C. was added diethylazodicarboxylate (100 μL, 0.55 mmol) over 1.5 h. The reaction mixture was warmed to 90° C. for 62 h and cooled to rt. Volatiles were removed under reduced pressure and the crude product was dry-loaded onto silica gel. Chromatography provided [3-(5-phenethyloxy-pyridin-2-yl)-isoxazol-4-yl]-carbamic acid tert-butyl ester (60 mg, 64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290465B2
Source datasetuspto-grants-2016_03
ORD IDord-e79f925389bf443ba968f4a81ff4acda
Source noteuspto-grants-2016_03