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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1172817Generated: October 25, 2026

Dimethylformamide → 4-(4-Chlorophenoxy)-2-propylbenzaldehyde

https://huagongshe.com/reaction/1172817

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
ReactantDiphenylphosphineHCID 70017—
ReactantTrioctylsilane, 95%HCID 87780—
Reactant4-(4-Chlorophenoxy)-2-propylphenyl trifluoromethanesulfonateHCID 57420139—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product4-(4-Chlorophenoxy)-2-propylbenzaldehydeHCID 57420143—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of the triflate from Step 6 of Example 1 (3.98 g, 10 mmol), trioctylsilane (6.7 mL, 15 mmol), triethyl amine (7.0 mL, 25 mmol), palladium acetate (0.22 g, 0.5 mmol) and diphenylphosphine (0.21 g, 0.5 mmol) in DMF (60 mL) was stirred at 80° C. under an atmosphere of carbon monoxide (50 psi) for 5 h. The reaction was then diluted with ethyl acetate and water. The organic layer was washed with water and concentrated. The residue was purified by chromatography on silica gel to give the title product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834036B2
Source datasetuspto-grants-2010_11
ORD IDord-3b6927da955b4e40becf93811e4e50c6
Source noteuspto-grants-2010_11