HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydroxide → 3-Phenyl-3-(2,4,6-trichlorobenzenesulphonamido)propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydroxide | HCID 961 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | DL-beta-Phenylalanine | HCID 69189 | — |
| Reactant | 2,4,6-Trichlorobenzenesulfonyl chloride | HCID 521335 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Solvent | Sodium | HCID 5360545 | — |
| Product | 3-Phenyl-3-(2,4,6-trichlorobenzenesulphonamido)propionic acid | HCID 23002624 | 73.5% |
Reaction Steps
1.15 g of 3-amino-3-phenylpropionic acid are dissolved in 25 ml of dioxane and 7 ml of 1N sodium. hydroxide and 1.95 g of 2,4,6-trichlorobenzenesulphonyl chloride in 5 ml of dioxane are gradually added, while maintaining the pH at 10.5-11 by addition of 1N sodium hydroxide. After stirring for 2 hours at RT, the mixture is diluted with 100 ml of water, extracted twice with EtOAc and acidified to pH=2 by addition of 6N HCl. The solid formed is drained, washed with water and dried at 40° C. 2.09 g of the expected product are obtained, m.p.=218-219° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06015812 |
| Source dataset | uspto-grants-2000_01 |
| ORD ID | ord-71f6c85cb5e24c988e30b855d4a5de88 |
| Source note | uspto-grants-2000_01 |