HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl Acrylate → Methyl 3-(4-Amino-3-tert-butyl-5-methylphenylthio)propionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl Acrylate | HCID 7294 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Tert-butyl-4-mercapto-6-methylaniline | HCID 15324501 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Methyl 3-(4-Amino-3-tert-butyl-5-methylphenylthio)propionate | HCID 15324502 | 66.2% |
Reaction Steps
To a stirred solution of 1.00 g (5.1 mmol) of 2-tert-butyl-4-mercapto-6-methylaniline and 0.05 g (0.5 mmol) of triethylamine in 5 mL of toluene at -5° C. is added dropwise a solution of 0.44 g (5.1 mmol) of methyl acrylate in 5 mL of toluene. The reaction mixture is stirred for 24 hrs at room temperature. The solvent is removed in vacuo and the crude product is purified by flash column chromatography (silica gel, 95:5, heptane:ethyl acetate eluent) to give 0.95 g (66%) of the title compound as a colorless liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05145970 |
| Source dataset | uspto-grants-1992_09 |
| ORD ID | ord-a2e5c6841ca5427ca8213afa8150d1d9 |
| Source note | uspto-grants-1992_09 |