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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 902618Generated: October 31, 2026

Acetic Acid → HCID 10196601, compound

https://huagongshe.com/reaction/902618

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantHCID 10174704HCID 10174704—
SolventTolueneHCID 1140—
ProductHCID 10196601HCID 1019660175%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 2-(3-{3-[[2-chloro-3-(trifluoromethyl)benzyl](2-hydroxy-2-phenyl-ethyl)amino]propoxy}-phenyl)acetic acid (Example 15 b) in anhydrous toluene (5 ml) was treated with acetic acid (3 mg). Polymer bound triphenylphosphine (30 mg, 3 mmol/g) was then added, and the mixture reacted for 15 min. The reaction mixture was then cooled to 0° C. and diisopropylazodicarboxylate(10 mg, 0.05 mmol) was added dropwise. After stirring at RT overnight the crude mixture was filtered and the solid washed with 10 ml toluene. After concentration of the filtrate in vacuo, the crude product was purified by HPLC to give the title compound as an oil (20 mg, 75%). MS (ESI) 563.8 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07365085B2
Source datasetuspto-grants-2008_04
ORD IDord-75100fd4370d47fbbe70f4e398b76d1f
Source noteuspto-grants-2008_04