Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 4116Generated: October 26, 2026

p-Toluenesulfonic acid → Triphenylphosphine Oxide

https://huagongshe.com/reaction/4116

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantAcetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 70670—
Reactant2-(1-hydroxy-1-methoxymethyl)-5-(phenylmethoxy)-4(1H)-pyridinoneHCID 14182517—
ProductTriphenylphosphine OxideHCID 13097—
Product(E)-3-[1,4-Dihydro-4-oxo-5-(phenylmethoxy)-2-pyridinyl]-2-propenoic acid, ethyl esterHCID 14182518—

Reaction Steps

p-Toluenesulfonic acid (0.5 g), 6.26 g of 1,4-dihydro-4-oxo-2-[(hydroxy)(methoxy)methyl]-5-(phenylmethoxy)pyridine and 8.35 g of (triphenylphosphoranylidene)acetic acid ethyl ester were stirred for three hours at 70° C. A clear dark solution was formed. Evaporation of the solvent in vacuo yielded an oily residue of the title compound and triphenylphosphine oxide. This was dissolved in 30 ml of isopropanol. After standing overnight in a refrigerator, the resulting crystals were filtered off, washed with ether and recrystallized from isopropanol (yield: 5.72 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04723002
Source datasetuspto-grants-1988_02
ORD IDord-412af217645140608f36a96b6d5ec195
Source noteuspto-grants-1988_02