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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626413Generated: October 28, 2026

Trifluoroacetic acid → 4-(6-Chloro-4-(ethoxycarbonyl)chroman-7-yloxy)benzoic acid

https://huagongshe.com/reaction/1626413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantEthyl 7-(4-(tert-butoxycarbonyl)phenoxy)-6-chlorochroman-4-carboxylateHCID 67080248—
SolventDichloromethaneHCID 6344—
Product4-(6-Chloro-4-(ethoxycarbonyl)chroman-7-yloxy)benzoic acidHCID 5824439597%

Reaction Steps

Ethyl 7-(4-(tert-butoxycarbonyl)phenoxy)-6-chlorochroman-4-carboxylate (8.62 g, 19.91 mmol) was diluted with DCM (40 mL) followed by portionwise addition of TFA (30 mL). After stirring for 1 hour, the reaction was concentrated and placed under vacuum over the weekend. The residue was taken up in DCM and washed with saturated bicarbonate and 1N HCl. The organic layer was separated, dried over magnesium sulfate, filtered and concentrated to provide the desired product (7.278 g, 19.32 mmol, 97.00% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785445B2
Source datasetuspto-grants-2014_07
ORD IDord-5f34b7aba65e48fb998e3dd4344720c7
Source noteuspto-grants-2014_07