HuagongsheHuagongshe Chemistry Print Report · For research reference only
ethyl 3-{(1E)-3-[2-(4-methylbenzoyl)-1H-pyrrol-1-yl]prop-1-enyl}benzoate → 3-{(1E)-3-[2-(4-Methylbenzoyl)-1H-pyrrol-1-yl]prop-1-enyl}benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | ethyl 3-{(1E)-3-[2-(4-methylbenzoyl)-1H-pyrrol-1-yl]prop-1-enyl}benzoate | HCID 23116960 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Lithium Hydroxide | HCID 3939 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-{(1E)-3-[2-(4-Methylbenzoyl)-1H-pyrrol-1-yl]prop-1-enyl}benzoic acid | HCID 23116976 | 93% |
Reaction Steps
A solution of ethyl 3-{(1E)-3-[2-(4-methylbenzoyl)-1H-pyrrol-1-yl]prop-1-enyl}benzoate (1.94 g) in 1N aqueous lithium hydroxide solution (10 ml), THF (10 ml) and methanol (10 ml) were stirred at 50° C. for 3 hours. Methanol and THF in the reaction solution were evaporated under reduced pressure, and the residue was diluted with water, and washed with diethyl ether. The aqueous layer was acidified with diluted hydrochloric acid solution, and extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (1.66 g, yield for 2 steps: 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07425642B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-c0f8edc27fe24bc29221ebb44799d46e |
| Source note | uspto-grants-2008_09 |