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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | Triethylborane | HCID 7357 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | ethyl 8-chloro-6-iodo-2-(trifluoromethyl)-2H-chromene-3-carboxylate | HCID 58934641 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | ethyl 8-chloro-6-ethyl-2-(trifluoromethyl)-2H-chromene-3-carboxylate | HCID 69516448 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07259266B2 |
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| Source dataset | uspto-grants-2007_08 |
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| ORD ID | ord-35a02430a678469aa529f4c8dd031065 |
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| Source note | uspto-grants-2007_08 |
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