HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178507669, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Hydrazinium chloride | HCID 115031 | — |
| Reactant | 4-Amino-4-ethoxy-1,1,1-trifluorobut-3-en-2-one | HCID 15111754 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178507669 | HCID 178507669 | — |
Reaction Steps
To a solution of (E)-4-amino-4-ethoxy-1,1,1-trifluorobut-3-en-2-one, (Compound [XXIV]) (7.00 g, 38.2 mmol, 1.0 eq.) in ethanol (150 mL) in a 250 mL round bottom flask was added hydrazine hydrochloride (2.75 g, 40.16 mmol, 1.05 eq.) followed by triethylamine (4.05 g, 40.16 mmol, 1.05 eq.). The reaction mixture was heated to reflux for 16 hours. After cooling and concentration, the residue was purified by silica gel chromatography using CHCl3-MeOH (10%) as the eluant to give Compound [XXV]: LCMS m/e 152 (M+H); 1H NMR (400 MHz, DMSO-d6) δ ppm 5.32 (s, 2H) 5.51 (s, 1H) 12.12 (br. s., 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08614221B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-565f6522ba874b8aa693394e02a87fdf |
| Source note | uspto-grants-2013_12 |