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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85285Generated: October 27, 2026

Water → HCID 86667578, compound

https://huagongshe.com/reaction/85285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-Thienylmethyltriphenylphosphonium chlorideHCID 11574767—
Reactant3-(4-Dibutylamino-2-methoxyphenyl)propenalHCID 86667570—
ReactantHCID 178506676HCID 178506676—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 86667578HCID 8666757872%

Reaction Steps

In a stream of argon, to 15 ml of tetrahydrofuran was added 1.68 g of phenyllithium (19% solution in dibutylether) (3.8 mmol), and 1.37 g (3.5 mmol) of 2-thenyl triphenylphosphonium chloride was added thereto under ice cooling. Next, 1.0 g (3.5 mmol) of 3-(4-dibutylamino-2-methoxyphenyl)propenal was dissolved in tetrahydrofuran and added dropwise. The mixture was stirred under ice cooling for 2 hours. After the reaction mixture was poured into water, extraction with ethyl acetate, washing with a saturated saline solution, drying over anhydrous sodium sulfate, and concentration were performed. The residue was purified by silica gel column chromatography to give 0.92 g of an orange oily matter (yield: 72.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846955B2
Source datasetuspto-grants-2014_09
ORD IDord-4d8927a64be74b8cbd9bfbd7da0cb672
Source noteuspto-grants-2014_09