HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylacetyl chloride → Benalaxyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylacetyl chloride | HCID 7679 | — |
| Reactant | Methyl N-(2,6-dimethylphenyl)-DL-alaninate | HCID 94555 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Benalaxyl | HCID 51369 | — |
Reaction Steps
17 g (0.11 mol) of phenylacetylchloride were added dropwise in 30 minutes and at room temperature, to a solution of N-(1-carbomethoxy-ethyl)-2,6-dimethyl-aniline(21.2 g at a purity of 95%, 0.1 mol) in toluene (150 ml) and dimethylformamide (1 ml.). The reaction mixture was stirred 1 hour at room temperature and 3 hours at reflux temperature, then it was cooled down to room temperature and washed with an aqueous solution of NaHCO3 at 5% and successively with water. The organic phase was separated and anhydrified with anhydrous Na2SO4. The solvent was evaporated and the rough product obtained was recrystallized from ligroin (75°-120° C.), so obtaining 26 g. of the desired product (white solid, m.p. 78°-80° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04291049 |
| Source dataset | uspto-grants-1981_09 |
| ORD ID | ord-b0129ab162da42a2b75662c2c4384491 |
| Source note | uspto-grants-1981_09 |