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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626458Generated: November 1, 2026

Trifluoroacetic acid → 4-(8-Bromo-6-chloro-4-(ethoxycarbonyl)chroman-7-yloxy)benzoic acid

https://huagongshe.com/reaction/1626458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantEthyl 8-bromo-7-(4-(tert-butoxycarbonyl)phenoxy)-6-chlorochroman-4-carboxylateHCID 67080441—
SolventDichloromethaneHCID 6344—
Product4-(8-Bromo-6-chloro-4-(ethoxycarbonyl)chroman-7-yloxy)benzoic acidHCID 6708048399%

Reaction Steps

To a stirred solution of ethyl 8-bromo-7-(4-(tert-butoxycarbonyl)phenoxy)-6-chlorochroman-4-carboxylate (0.26 g, 0.51 mmol) in dichloromethane (5 mL) at ambient temperature was added trifluoroacetic acid (5 mL). The resulting solution was stirred at ambient temperature for 30 minutes. The solution was concentrated and the residual glassy solid was redissolved in ethyl acetate (2 mL). Hexanes (10 mL) were added, and after mixing for a few minutes, the product solidified. The mixture was concentrated to afford the desired compound as a light brown powder (0.23 g, 99% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785445B2
Source datasetuspto-grants-2014_07
ORD IDord-03d6263fcc8441c1ad0d71554096e325
Source noteuspto-grants-2014_07