HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-{[(Benzyloxy)carbonyl]amino}-2-hydroxybenzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | HCID 178507646 | HCID 178507646 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | 4-{[(Benzyloxy)carbonyl]amino}-2-hydroxybenzoic acid | HCID 246030 | 68.6% |
Reaction Steps
To a solution of sodium-p-aminosalicylate (100 g, 0.65 mol) in 10% aqueous NaOH solution (1 L) was added a 50% wt solution of benzyl chloroformate (670 g, 1.96 mol in toluene) at 0° C. and stirred at rt for 48 h. The reaction mixture was cooled and acidified with a 10% aqueous HCl at 0° C. The solid obtained was filtered and washed with cold water and dried. The solid was treated with PetEther and filtered to give the title compound (128 g, 68%) used in the next steps without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07365225B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-0296863cb5b848208ac8a77cd8b340c4 |
| Source note | uspto-grants-2008_04 |