HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → Trifluoroacetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Trimethyl orthoformate | HCID 9005 | — |
| Reactant | 4-Formylbenzoic acid | HCID 12088 | — |
| Reactant | 2,6-Dimethylmorpholine | HCID 110862 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 16774820 | HCID 16774820 | — |
Reaction Steps
Acetic acid (0.34 mL), trimethyl orthoformate (0.66 mL), and sodium triacetoxyborohydride (0.53 g) are successively added to 4-formyl-benzoic acid (150 mg) and 2,6-dimethyl-morpholine (115 mg) dissolved in dimethylformamide (3 mL). The solution is stirred at room temperature overnight. Trifluoroacetic acid (50% in water) is added, the solution is stirred for another 2 h and then concentrated under reduced pressure. The residue is purified by HPLC on reversed phase (MeCN/H2O) to give the title compound as its trifluoroacetic acid salt.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859580B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-7772a1cb19a34bfb9a76fcec3d84073f |
| Source note | uspto-grants-2014_10 |