HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 86674692, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 67240315 | HCID 67240315 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86674692 | HCID 86674692 | 94.5% |
Reaction Steps
In a 100 mL round-bottomed flask, (R)-tert-butyl 2-(4-aminophenyl)morpholine-4-carboxylate (4.3 g, 15.4 mmol) was dissolved in dimethylformamide (30 ml). N-Bromosuccinimide (2.75 g, 15.4 mmol) was added and the mixture was stirred at room temperature for 1 h. The reaction mixture was poured into ethyl acetate and extracted with saturated sodium chloride solution. The organic layers were dried over MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 100 g, gradient 0-50% ethyl acetate in heptane) to yield a white solid (5.2 g, 94%), MS (ISP): 301.3 ([{79Br}M-tBu+H]+), 303.4 ([{81Br}M-tBu+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181230B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-b97fe8754bfa46f593ff24da998a6149 |
| Source note | uspto-grants-2015_11 |