Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 86593651 | HCID 86593651 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 6480679 | HCID 6480679 | 148.9% |
Reaction Steps
To a solution of 1-methyl (Z)-2-(benzoylamino)-3-[4-(2-methylphenoxy)phenyl]prop-2-enoate (104 mg, 0.29 mmol), prepared as described above, in dioxane (5 mL) is added 1 N LiOH (5 mL). The reaction mixture is stirred at 25° C. for 3 hours. The dioxane is then removed under reduced pressure and the remaining reaction mixture poured into a separatory funnel. The aqueous layer is washed with diethyl ether and then acidified (pH=4) by treatment with 10% HCl causing a white precipitate to develop. A portion of ethyl acetate (50 mL) is added and the organic layer is separated, dried over sodium sulfate and concentrated to afford 75 mg of (Z)-2-(benzoylamino)-3-[5-(2-methylphenyl)-2-furyl]prop-2-enoic acid which does not require a further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07041690B2 |
|---|
| Source dataset | uspto-grants-2006_05 |
|---|
| ORD ID | ord-70bc83f0cd5e438387b3afc84a5edca2 |
|---|
| Source note | uspto-grants-2006_05 |
|---|