HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-(6-Cyano-4-(methoxycarbonyl)-chroman-7-yloxy)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Methyl 7-(4-(tert-butoxycarbonyl)phenoxy)-6-cyanochroman-4-carboxylate | HCID 67080240 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(6-Cyano-4-(methoxycarbonyl)-chroman-7-yloxy)benzoic acid | HCID 46221108 | 92.7% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785445B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-d13e0bc837cb4cd68cbf4bdfe185a208 |
| Source note | uspto-grants-2014_07 |