Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2084814Generated: October 31, 2026

Triphenylphosphine → HCID 10244920, compound

https://huagongshe.com/reaction/2084814

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant2-Cyclohexen-1-OLHCID 13198—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant2-BromoisovanillinHCID 224011—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 10244920HCID 10244920—

Reaction Steps

Diethyl azodicarboxylate (2.7 ml) was dropwise added to a mixture of 2-bromo-3-hydroxy-4-methoxy-benzaldehyde (4.0 g), THF (80 ml), 2-cyclohexen-1-ol (1.2 ml), and triphenylphosphine (4.5 g) under ice-cooling, followed by stirring at room temperature for 2 hours. The mixture was poured into water followed by extraction with ether. The organic layer was washed with a 1N aqueous solution of sodium hydroxide and with a saturated saline, and dried over sodium sulfate. The solvent was distilled off, and the residue was purified by column chromatography (hexane:ethyl acetate=10:1 and 5:1) to give Compound IIn-a (1.8 g, 47%) as a pale-yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06716987B1
Source datasetuspto-grants-2004_04
ORD IDord-04e4ccf65b8b451a8e3c97456df4d63a
Source noteuspto-grants-2004_04