HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-carbobenzoxy-L-phenylalanilol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | phenylalaninol, (S)- | HCID 447213 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-carbobenzoxy-L-phenylalanilol | HCID 853481 | 76% |
Reaction Steps
To a mixture of L-phenylalaninol (20.2 g, 0.134 mol), sodium carbonate (21.1 g, 0.200 mol) and 1,4-dioxane (150 mL) was added a solution of benzyloxycarbonyl chloride (19.1 mL, 0.134 mol) in 1,4-dioxane (50 mL) and the mixture was stirred at room temperature for 3 hours. Water (300 mL) was added to the reaction mixture and the obtained mixture was added to ice-cooled 0.5 N hydrochloric acid (500 mL). The precipitated crystals were collected by filtration and washed with hexane and dried to give N-benzyloxycarbonyl-L-phenylalaninol as white crystals (28.8 g, 76%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06080738 |
| Source dataset | uspto-grants-2000_06 |
| ORD ID | ord-0ef85472a3bc46bebc75fe158a04da22 |
| Source note | uspto-grants-2000_06 |