HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 67304240, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-Phenylpiperazine | HCID 7096 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | (1s,2s,5s)-7-Oxo-6-oxabicyclo[3.2.1]octane-2-carboxylic acid | HCID 56605004 | — |
| Product | HCID 67304240 | HCID 67304240 | — |
Reaction Steps
Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (7.0 g, 0.016 mol) was added to a solution of (1S,2S,5S)-7-oxo-6-oxabicyclo[3.2.1]octane-2-carboxylic acid (14.4 mmol, 0.0144 mol) and 1-Phenylpiperazine (2.4 mL, 0.016 mol) in N,N-dimethylformamide (30 mL, 0.4 mol) at 0 Celsius. After 5 minutes, N,N-diisopropylethylamine (7.5 mL, 0.043 mol) was added at 0 Celsius. The mixture was stirred at RT for overnight. The product was purified by flash chromatography on silica gel column (ethyl acetate in hexanes: 60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853243B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-17e44e8e84634858a1e572e0a91f7478 |
| Source note | uspto-grants-2014_10 |