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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2209300Generated: November 1, 2026

Triethylamine → HCID 117843342, compound

https://huagongshe.com/reaction/2209300

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium FormateHCID 2723810—
ReactantHCID 117843048HCID 117843048—
CatalystTetrabutylammonium ChlorideHCID 70681—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 117843342HCID 11784334258%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a mixture of 4-chloro-1-iodo-2-((2-methylallyl)oxy)benzene (160 mg, 0.519 mmol), sodium formate (35.3 mg, 0.519 mmol), tetrabutylammonium chloride (144 mg, 0.519 mmol), and Pd(OAc)2 (23.3 mg, 0.104 mmol) in degassed DMF (1.5 mL) was added Et3N (0.181 ml, 1.30 mmol) and the reaction was heated to 80° C. After 1 hour, the reaction was cooled, diluted with water and EtOAc, the layers were separated, and the aqueous layer was extracted with EtOAc (1x). The organic layer was dried (MgSO4), filtered, and concentrated. The residue was purified by flash chromatography (5-20% EtOAc in hexanes) to afford 6-chloro-3,3-dimethyl-2,3-dihydrobenzofuran 7.48 (55 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376441B2
Source datasetuspto-grants-2016_06
ORD IDord-d5c4f46fe54c4d5fae9ce7f282617982
Source noteuspto-grants-2016_06