Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 854990Generated: October 25, 2026

Water → ethyl 8-chloro-6-ethyl-2-(trifluoromethyl)-2H-chromene-3-carboxylate

https://huagongshe.com/reaction/854990

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylboraneHCID 7357—
ReactantPotassium CarbonateHCID 11430—
Reactantethyl 8-chloro-6-iodo-2-(trifluoromethyl)-2H-chromene-3-carboxylateHCID 58934641—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
Productethyl 8-chloro-6-ethyl-2-(trifluoromethyl)-2H-chromene-3-carboxylateHCID 69516448—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 500 mg (1.16 mmol) ethyl 8-chloro-6-iodo-2-(trifluoromethyl)-2H-chromene-3-carboxylate in 3 mL of anhydrous DMF was added 0.481 g (3.48 mmol, 3.0 eq.) of potassium carbonate, 0.134 g (0.116 mmol, 0.1 eq.) of tetrakis(triphenylphosphine)-palladium(0) and 1.74 mL (1.74 mmol, 1.5 eq.) of 1M triethylborane in THF. The vessel was heated to 110° C. for 5 hours under a nitrogen atmosphere. After cooling to room temperature, the mixture was treated with water and extracted with ethyl acetate. The organic layer was washed 4 times with water and 2 times with brine, dried over sodium sulfate, filtered and concd in vacuo. The product was carried to the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07259266B2
Source datasetuspto-grants-2007_08
ORD IDord-35a02430a678469aa529f4c8dd031065
Source noteuspto-grants-2007_08