HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59437183, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | HCID 8259841 | HCID 8259841 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59437183 | HCID 59437183 | 64.2% |
Reaction Steps
To a solution of (S)-2-((1-adamantylmethyl)amino)-1-phenylethanol (35 mg, 0.12 mmol), Et3N (24.8 mg, 0.25 mmol) in CH2Cl2 (2 mL) at 0° C. was added triphosgene (14.6 mg, 0.05 mmol) and the mixture was stirred for 30 min. The mixture was concentrated under vacuum to give the crude product, which was purified by preparative TLC to give (S)-3-((1-adamantyl)methyl)-5-phenyloxazolidin-2-one (10 mg, 26%). 1H NMR (MeOD, 400 MHZ): δ=1.51-1.95 (m, 15H), 2.89 (q, 2H), 3.55 (q, 1H), 4.10 (t, 1H), 5.57 (q, 1H), 7.34˜7.45 (m, 5H); MS m/z=312.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08835426B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-d8cc0911159d49528e5f1f41736ad0f0 |
| Source note | uspto-grants-2014_09 |