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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1686149Generated: November 2, 2026

Triphenylphosphine → HCID 67266030, compound

https://huagongshe.com/reaction/1686149

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
ReactantN-(tert-Butoxycarbonyl)-N-methyl-2-aminoethanolHCID 545700—
ReactantHCID 21886104HCID 21886104—
SolventBenzeneHCID 241—
ProductHCID 67266030HCID 67266030—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 4-bromo-2-dimethoxymethylphenol (6.00 g, 24.3 mmol) in benzene (100 ml) were added triphenylphosphine (7.63 g, 29.1 mmol) and t-butyl 2-hydroxyethylmethylcarbamate (5.10 g, 29.1 mmol) synthesized in step 1). The reaction solution was cooled to 0° C. in an ice bath, and diisopropyl azodicarboxylate (5.88 g. 5.73 ml, 29.1 mmol) was dropwise added thereto, after which it was allowed to react for 1 hour. Following extraction with brine and ethyl acetate, the organic layer was dried over anhydrous MgSO4 and filtered. The filtrate was concentrated in a vacuum. The residue was purified through column chromatography (ethyl acetate/n-hexane=1/20) to afford the object compound (colorless oil, 11.30 g, 96.1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148541B2
Source datasetuspto-grants-2012_04
ORD IDord-2ae3f0c968dd4ca09ed8bc450e393398
Source noteuspto-grants-2012_04