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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2376373Generated: November 1, 2026

Formic Acid → HCID 23114026, compound

https://huagongshe.com/reaction/2376373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantTributylamineHCID 7622—
Reactant1,3-Bis(diphenylphosphino)propaneHCID 81219—
ReactantHCID 23113879HCID 23113879—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 23114026HCID 2311402618%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 3-(4-isopropylphenyl)-4-methyl-2,3-dihydronaphtho[1,2-b]furan-5-yl trifluoromethanesulfonate obtained in Reference Example 253 (2.23 g, 4.96 mmol), dichlorobis(triphenylphosphine)palladium (210 mg, 0.30 mmol), 1,3-bis(diphenylphosphino)propane (310 mg, 0.750 mmol) and tributylamine (5 mL, 21 mmol) in toluene (15 mL) was added formic acid (0.5 mL) at room temperature, and the mixture was stirred under argon atmosphere at 90° C. for 16 hours. Water was added to the reaction solution, which was extracted with ethyl acetate, the organic layer was washed with water and a saturated brine and then was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:20) to obtain 270 mg (yield 18%) of the title compound. Oily matter.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465815B2
Source datasetuspto-grants-2008_12
ORD IDord-33809885d82c4fda885ddddac8428f81
Source noteuspto-grants-2008_12