HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 10044033, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | HCID 10384967 | HCID 10384967 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 10044033 | HCID 10044033 | 92% |
Reaction Steps
A suspension of Example 32 (200 mg, 0.53 mmol) in DCM (2 ml) was treated with pyridine (0.11 ml 1.06 mmol) followed, after a few minutes, by TFAA (0.09 ml, 0.64 mmol). The reaction was stirred at r.t. for 15 minutes. EtOH (2 ml) was added and stirred for 5 minutes prior to removal of solvents in vacuo. The residue was dissolved in DCM (15 ml) and washed with copper(II) sulfate (2×10 ml), dried (MgSO4) and concentrated in vacuo to give the title compound (175 mg, 92%). δH (d3-MeOD) 7.87 (1H, d, J 9.7 Hz), 7.55-7.43 (3H, m), 7.32-7.23 (4H, m), 7.18 (1H, s), 7.06-7.03 (1H, m), 6.55 (1H, d, J 9.7 Hz), 6.25 (1H, s), 5.45 (2H, s). LCMS (ES+) RT 3.43 minutes, 360 [35Cl]:362 [37Cl] 3:1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07456286B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-871573abe8944c2ab0fad86c3cdfaab1 |
| Source note | uspto-grants-2008_11 |