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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1057931Generated: November 2, 2026

Triphenylphosphine → HCID 10244920, compound

https://huagongshe.com/reaction/1057931

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 numberUS06514996B2
Source datasetuspto-grants-2003_02
ORD IDord-b0a750547e8c44fda76420e9ec596245
Source noteuspto-grants-2003_02