HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 131722256, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | HCID 15520892 | HCID 15520892 | — |
| Reactant | Hydrogen chloride-ethyl acetate | HCID 21866389 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 131722256 | HCID 131722256 | 86% |
Reaction Steps
N-Boc-5-benzyloxyanthranilic acid, benzyl ester (70 g, 161 mmol) was added to a 1.4 M HCl/ethyl acetate solution (prepared by the addition of methanol to acetyl chloride and subsequent dilution with ethyl acetate). The reaction mixture was stirred at room temperature for 21 hours. After cooling to 0° C., the reaction was gently stirred for an additional 2 hours. The crystalline product was filtered off and washed with 50 ml of cold ethyl acetate. Trace solvents were removed under high vacuum to yield 5-benzyloxyanthranilic acid, benzyl ester, hydrochloride (53.4 g, 86% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06171578B2 |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-ed6f76a9006b44f287369cc529dfddad |
| Source note | uspto-grants-2001_01 |