HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → HCID 22999720, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | HCID 21598884 | HCID 21598884 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22999720 | HCID 22999720 | 76.2% |
Reaction Steps
To a stirring solution of tert-butyl 5-amino-3-(2-hydroxyethoxy)-4-isoxazolecarboxylate (R. Neidlein, J.Heterocyclic Chem., 1989, 26,1335) (5.60 g) and triethylamine (3.36 ml) in tetrahydrofuran (50 ml) at room temperature was added dimethylaminopyridine (280 mg) followed by acetic anhydride (2.81 g). The reaction was stirred for 2 hours at room temperature. The solvent was removed in vacuo to yield the crude material (6.0 g). The crude material was purified using the Biotage™ Flash 40i System (silica, 90 g), eluting with ethyl acetate:hexane (1:1) to yield the product as an off white solid (5.0 g)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06610518B2 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-b0d3ffeac80b4a6ebe1296de29cf3c21 |
| Source note | uspto-grants-2003_08 |