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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 854981Generated: October 31, 2026

Sulfuric Acid → ethyl 6-chloro-7-[hydroxy(thien-2-yl)methyl]-2-(trifluoromethyl)-2H-chromene-3-carboxylate

https://huagongshe.com/reaction/854981

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactantethyl 6-chloro-7-formyl-2-(trifluoromethyl)-2H-chromene-3-carboxylateHCID 86599475—
ReactantHCID 178418438HCID 178418438—
SolventDiethyl EtherHCID 3283—
Productethyl 6-chloro-7-[hydroxy(thien-2-yl)methyl]-2-(trifluoromethyl)-2H-chromene-3-carboxylateHCID 69517063—

Reaction Conditions

Temperature-30 °C

Reaction Steps

The title product from Example 170 Step 1 (100 mg, 0.31 mmol) was dissolved in 1.0 mL of Et2O and cooled to −30° C. To this solution was added 0.31 mL thiophene-2-yl magnesium bromide solution (1.0 M in THF). After 10 minutes, the reaction mixture was pipetted over ice and diluted with ether and a dilute solution of H2SO4. The organic extracts were washed with a saturated solution of NaHCO3, dried over MgSO4, filtered, and evaporated under reduced pressure to dryness to provide 112 mg of a yellow oil. This oil was used as is without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07259266B2
Source datasetuspto-grants-2007_08
ORD IDord-a9c6df2304dd452e961f8ea5466c4395
Source noteuspto-grants-2007_08