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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2225800Generated: November 1, 2026

Triphenylphosphine → HCID 67757677, compound

https://huagongshe.com/reaction/2225800

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantBenzeneacetic acid, 4-hydroxy-alpha-oxo-, methyl esterHCID 3084696—
ReactantHCID 14780566HCID 14780566—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67757677HCID 6775767762.5%

Reaction Steps

As in Example 15, (E)-3-[4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl]-2-propen-1-ol (1.0 g) was coupled with 4-hydroxyphenylglyoxylic acid methyl ester (0.565 g) in the presence of diethyl azodicarboxylate (0.683 g) and triphenylphosphine (1.02 g) in tetrahydrofuran (30 mL). The usual work up, followed by purification of the crude product by flash chromatography over silica gel (50 g; diethyl ether-hexane; 1:4) and crystallization from diethyl ether to provide 0.94 g of (E)-4-[3-[4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl]-2-propenyloxy]-alpha-oxobenzeneacetic acid methyl ester, mp 109°-111° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05344843
Source datasetuspto-grants-1994_09
ORD IDord-3a1f7cf5b727473db74a432030da7d65
Source noteuspto-grants-1994_09