HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl 3-[3,5-Diisopropyl-4-(1-phenyltetrazol-5-yloxy)benzoyl]propionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1H-Tetrazole, 5-chloro-1-phenyl- | HCID 84262 | — |
| Reactant | Methyl 4-(4-hydroxy-3,5-diisopropylphenyl)-4-oxobutanoate | HCID 19967177 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 3-[3,5-Diisopropyl-4-(1-phenyltetrazol-5-yloxy)benzoyl]propionate | HCID 19967146 | 85.9% |
Reaction Steps
11 g of Methyl 3-(4-hydroxy-3,5-diisopropylbenzoyl]propionate was dissolved in 200 ml of N,N-dimethylformamide, followed by the addition of 8.15 g of 5-chloro-1-phenyl-1H-tetrazol and 10.4 g of potassium carbonate. The obtained mixture was stirred for 1 hour under heating, cooled to room temperature by allowing to stand and poured onto ice-water. The resultant mixture was extracted with ethyl acetate. The organic phase was washed with a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate, and distilled under reduced pressure to remove the solvent. The obtained residue was purified by silica gel chromatography (developer: 20% ethyl acetate/n-hexane) to give 14.1 g of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05612356 |
| Source dataset | uspto-grants-1997_03 |
| ORD ID | ord-4bcc7cdbe3e64846bedb6f0ba6865d75 |
| Source note | uspto-grants-1997_03 |