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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626392Generated: November 2, 2026

Trifluoroacetic acid → 4-(6-Cyano-4-(methoxycarbonyl)-chroman-7-yloxy)benzoic acid

https://huagongshe.com/reaction/1626392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantMethyl 7-(4-(tert-butoxycarbonyl)phenoxy)-6-cyanochroman-4-carboxylateHCID 67080240—
SolventDichloromethaneHCID 6344—
Product4-(6-Cyano-4-(methoxycarbonyl)-chroman-7-yloxy)benzoic acidHCID 4622110892.7%

Reaction Steps

Methyl 7-(4-(tert-butoxycarbonyl)phenoxy)-6-cyanochroman-4-carboxylate (350 mg, 0.855 mmol) was diluted with dichloromethane (2 mL) and treated with TFA (2 mL). After stirring for 3 hours, the reaction was concentrated. The crude material was purified using a biotage 40M cartridge eluting with 0.5% methanol/dichloromethane to 10% methanol/dichloromethane to yield 4-(6-cyano-4-(methoxycarbonyl)chroman-7-yloxy)benzoic acid (280 mg, 92.7% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785445B2
Source datasetuspto-grants-2014_07
ORD IDord-d13e0bc837cb4cd68cbf4bdfe185a208
Source noteuspto-grants-2014_07