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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048113Generated: October 29, 2026

Tetrahydrofuran → methyl 7-fluoro-3,4-dihydro-2H-chromene-4-carboxylate

https://huagongshe.com/reaction/1048113

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant7-fluoro-3,4-dihydro-2H-chromene-4-carboxylic acidHCID 67080233—
CatalystSulfuric AcidHCID 1118—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
SolventSodium BicarbonateHCID 516892—
Productmethyl 7-fluoro-3,4-dihydro-2H-chromene-4-carboxylateHCID 6708026098.7%

Reaction Conditions

Temperature55 °C

Reaction Steps

7-Fluoro-3,4-dihydro-2H-chromene-4-carboxylic acid (346 mg, 1.76 mmol) was diluted with (THF) 2 mL, methanol (2 mL) and 4 drops of sulfuric acid. The reaction was heated at 55° C. and stirred for 12 hours. The reaction was cooled to ambient temperature, diluted with ethyl acetate and saturated sodium bicarbonate. The layers were separated and the organic layer was dried over MgSO4, filtered and concentrated to yield the title compound (366 mg, 98.7% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569522B2
Source datasetuspto-grants-2013_10
ORD IDord-70338b4b079e4c819ca60c9caaaad581
Source noteuspto-grants-2013_10