HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetyl chloride → Tert-butyl 2-{N-[1,3-bis(acetyloxy)propan-2-yl]acetamido}acetate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetyl chloride | HCID 6367 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Tert-butyl 2-{[1,3-bis(acetyloxy)propan-2-yl]amino}acetate | HCID 86635762 | — |
| Produkt | Tert-butyl 2-{N-[1,3-bis(acetyloxy)propan-2-yl]acetamido}acetate | HCID 86635763 | 50,3% |
Reaktionsschritte
Acetyl chloride (0.357 ml, 5.0 mmol) was added dropwise to a stirred solution of tert-butyl 2-{[1,3-bis(acetyloxy)propan-2-yl]amino}acetate (1.22 g, 4.2 mmol) and triethylamine (0.696 ml, 5.0 mmol). After 2 hours the reaction was quenched by the addition of water. The organic phase was separated and washed with further aliquots of water before being dried over MgSO4, filtered and concentrated in vacuo. The title compound was purified by silica column chromatography eluting with 25% EtOAc:Hept to yield the title compound (0.7 g, 50%). 1H NMR (250 MHz, CHLOROFORM-d) δ 4.04-4.44 (5H, m), 3.98 (1H, s), 3.88 (1H, s), 2.08 (3H, s), 2.05 (6H, s), 1.47 (9H, s).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08791134B2 |
| Quelldatensatz | uspto-grants-2014_07 |
| ORD ID | ord-8837a5af85da40e7af77e18cec4c8c74 |
| Quellennotiz | uspto-grants-2014_07 |