HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isoamyl Nitrite → HCID 66650354, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isoamyl Nitrite | HCID 8053 | — |
| Reactant | HCID 66650419 | HCID 66650419 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 66650354 | HCID 66650354 | 85% |
Reaction Steps
To a solution of 2-amino-5-ethoxy-4-trifluoromethyl-benzonitrile from step 4 (31.62 g, 137.4 mmol) in dry THF (410 mL) was added isoamyl nitrite (40.4 mL, 302 mmol), and the mixture was refluxed for 16 h. The solvent was removed in vacuum to give an orange oil, which was dissolved in sat. NaHCO3-sol., extracted three times with diethyl ether. The combined organic layers were washed with 1 N HCl and brine, dried over Na2SO4. Removal of the solvent in vacuum left an orange oil, which was purified by double Kugelrohr distillation (up to 160° C. bath temperature at 1.5 mbar) to give the title compound as a light yellow solid (25.06 g, 85%). MS (EI) 185.1 [M].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07446113B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-3ab9b616bb824cb6b8494e4f2d7f1c51 |
| Source note | uspto-grants-2008_11 |