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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2406024Generated: October 25, 2026

Toluene → [1-(dibenzyl)phosphoryloxymethyl-1-hydroxymethyl-3-(4-heptyloxy-3-trifluoromethylphenyl)propyl]carbamic Acid Benzyl Ester

https://huagongshe.com/reaction/2406024

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDichloromethaneHCID 6344—
ReactantPerfluorohexaneHCID 9639—
ReactantTetrabenzyl pyrophosphateHCID 563183—
Reactant[1,1-bis(hydroxymethyl)-3-(4-heptyloxy-3-trifluoromethylphenyl)propyl]carbamic Acid Benzyl EsterHCID 57704545—
CatalystTetrahexylammonium iodideHCID 75056—
CatalystSilver(II) oxideHCID 92152—
Product[1-(dibenzyl)phosphoryloxymethyl-1-hydroxymethyl-3-(4-heptyloxy-3-trifluoromethylphenyl)propyl]carbamic Acid Benzyl EsterHCID 67417982—

Reaction Steps

Compound 2-1 (230 mg), pyrophosphoric acid tetrabenzyl ester (485 mg), silver oxide (208 mg) and tetra-n-hexyl ammonium iodide (433 mg) were added to a mixed solvent of toluene (4 ml), dichloromethane (4 ml) and perfluorohexane (4 ml), and the mixture was stirred at room temperature for 15 hr. Insoluble material was filtered off and the solvent was evaporated under reduced pressure. The residue was purified by preparative HPLC to give the object product (210 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809304B2
Source datasetuspto-grants-2014_08
ORD IDord-cf6720065eae450ea255bf8545574cdc
Source noteuspto-grants-2014_08