HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-(3,5-Difluoro-4-hydroxybenzyl)-8-[5-fluoro-2-(4'-trifluoromethylbiphenyl-4-ylmethoxy)phenyl]oct-7-enoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl 6-(3,5-difluoro-4-hydroxybenzyl)-8-[5-fluoro-2-(4'-trifluoromethylbiphenyl-4-ylmethoxy)-phenyl]oct-7-enoate | HCID 76678032 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-(3,5-Difluoro-4-hydroxybenzyl)-8-[5-fluoro-2-(4'-trifluoromethylbiphenyl-4-ylmethoxy)phenyl]oct-7-enoic acid | HCID 86636511 | — |
Reaction Steps
400 mg (0.61 mmol) of ethyl 6-(3,5-difluoro-4-hydroxybenzyl)-8-[5-fluoro-2-(4′-trifluoromethylbiphenyl-4-ylmethoxy)phenyl]oct-7-enoate are stirred overnight at 50° C. with 73 mg (1.83 mmol) of sodium hydroxide in a mixture of 20 ml of THF and 10 ml of water. The cooled mixture is acidified with dilute hydrochloric acid and extracted with ethyl acetate, and the combined organic phases are dried over sodium sulfate and concentrated. 333 mg (86% of theory) of the title compound are obtained as E/Z mixture (2:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08173704B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-d02fdcb40a924264b7e822a49d8ffcf3 |
| Source note | uspto-grants-2012_05 |