HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → Hexanenitrile, 4-ethyl-4-methyl-3-oxo-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Butanoic acid, 2-ethyl-2-methyl-, methyl ester | HCID 521437 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Hexanenitrile, 4-ethyl-4-methyl-3-oxo- | HCID 159096 | — |
Reaction Steps
A 16.5 Kg portion of methyl 2-ethylbutyrate was reacted with 60 Kg of n-butyl lithium, diisopropylamine, and 19.1 Kg of methyl iodide to provide 17.4 Kg of methyl 2-ethyl-2-methylbutyrate. A 7.5 Kg portion of the ester thus formed was reacted with 3.25 Kg of acetonitrile and 5.03 g of sodium hydride in 33 liters of tetrahydrofuran to provide 1-ethyl-1-methylpropyl cyanomethyl ketone. The ketone thus formed was reacted with 4.35 Kg of hydroxylamine hydrochloride and 2.54 Kg of sodium hydroxide in 44 liters of water to provide 5.65 Kg of 5-amino-3-(1-ethyl-1-methylpropyl)isoxazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04636243 |
| Source dataset | uspto-grants-1987_01 |
| ORD ID | ord-6ed1e15bfa5742288deec1d7011955f6 |
| Source note | uspto-grants-1987_01 |