HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol, 1-ethoxy-2,2,2-trifluoro- → HCID 21094333, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol, 1-ethoxy-2,2,2-trifluoro- | HCID 9897 | — |
| Reactant | 2-Amino-5-Nitrophenol | HCID 4984721 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 21094333 | HCID 21094333 | 72.8% |
Reaction Steps
This compound was prepared by General Method 7 (EXAMPLE 5) from 2-amino-5-nitrophenol (5.0 g, 32 mmol), 2,2,2-trifluoroacetaldehyde ethyl hemiacetal (9.4 g, 65 mmol) and NaBH3CN (4.1 g, 65 mmol) in 90 mL trifluoroacetic acid to afford 5.5 g (72%) of 2-(trifluoroethyl)amino-5-nitrophenol, a yellow solid, after flash chromatography (3:1 hexanes:EtOAc). Data for 2-(trifluoroethyl)amino-5-nitrophenol: 1H NMR (400 MHz, acetone-d6) 9.48 (broad s, 1H), 7.79 (dd, 1H, J=9.1, 2.4), 7.67 (d, 1H, J=2.4), 6.96 (d, 1H, J=8.8), 6.20 (broad s, 1H), 4.26-4.18 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06462038B1 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-59faa8e389ec4501939e90d91a90377e |
| Source note | uspto-grants-2002_10 |