HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → HCID 45086078, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | (S)-4-Methyloxazolidine-2,5-dione | HCID 10996998 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 45086078 | HCID 45086078 | 25% |
Reaction Steps
(S)-4-methyl-2,5-oxazolidinedione (L-alanine-NCA) (345 mg, 3 mmol) was dissolved in ethyl acetate (20 mL), followed by the addition of acetyl chloride (306 mg, 3.9 mmol) under ice cooling. Further, a solution of 4-dimethyl-aminopyridine (476 mg, 3.9 mmol) in ethyl acetate (15 mL) was added dropwise under ice cooling over 20 minutes. After the resulting mixture was stirred as was at 0° C. for 2 hours, a precipitated salt was filtered off, and the filtrate was concentrated under reduced pressure. The concentration residue was re-dissolved in ethyl acetate (5 mL), and insoluble matter was filtered off. The filtrate was concentrated under reduced pressure to afford the title compound (118 mg, 25%) as a colorless clear syrup.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06670447B2 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-bae587f3baff462f9a3ad89207df5201 |
| Source note | uspto-grants-2003_12 |