HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 3-[1-(p-Bromobenzyl)-5-methoxy-2-methylindol-3-yl]-4,4,4-trifluorobutanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl 3-[1-(p-bromobenzyl)-5-methoxy-2-methylindol-3-yl]-4,4,4-trifluorobutanoat | HCID 19974932 | — |
| Reactant | Diethylether hexane | HCID 21584099 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-[1-(p-Bromobenzyl)-5-methoxy-2-methylindol-3-yl]-4,4,4-trifluorobutanoic acid | HCID 22148939 | 92.5% |
Reaction Steps
To a mixture of the ester from Step 4 (4.6 g, 9.2 mmol) in 45 mL of EtOH was added 10N NaOH (2.3 mL, 23 mmol) and the mixture was heated to reflux for 2 h. The mixture was cooled and concentrated and the residue was partitioned between ether and 1M HCl. The organic layer was dried over MgSO4 and evaporated to give a white solid. This material was swished with 10% ether/hexane to give 4.0 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05604253 |
| Source dataset | uspto-grants-1997_02 |
| ORD ID | ord-50847f5d1f97465fabf729316bda380b |
| Source note | uspto-grants-1997_02 |