HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-(8-Bromo-6-chloro-4-(ethoxycarbonyl)chroman-7-yloxy)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Ethyl 8-bromo-7-(4-(tert-butoxycarbonyl)phenoxy)-6-chlorochroman-4-carboxylate | HCID 67080441 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(8-Bromo-6-chloro-4-(ethoxycarbonyl)chroman-7-yloxy)benzoic acid | HCID 67080483 | 99% |
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 4-(8-bromo-6-chloro-4-(ethoxycarbonyl)chroman-7-yloxy)benzoic acid as a light brown powder (0.23 g, 99% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569522B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-3fd1773aeb544678b0b228e2ad06bba0 |
| Source note | uspto-grants-2013_10 |