Acetonitrile → 4-Methyl-3-carbonyl valeronitrile
Reaction equation
[C:1](OC)(=O)[CH:2]([CH3:4])C.[O-:8][CH2:9][CH3:10].[Na+].[C:12](#[N:14])[CH3:13]>CO>[CH3:1][CH:2]([CH3:4])[C:10](=[C:9]=[O:8])[CH2:13][C:12]#[N:14]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a 1 L of round bottom flask were added methyl isobutyrate (100 g, 0.98 mol), sodium ethoxide (66.63 g, 0.98 mol), acetonitrile (53.9 g, 0.98 mol) and 300 ml of methanol at room temperature. The resultant mixture was slowly warmed and refluxed. The reaction was kept for 6 hr. The reaction was stopped and cooled to room temperature. The solvent was rotary-evaporated. The product was distilled under reduced pressure (12 mmHg) to collect at 102-104° C. 56.2 g of the pure title compound.
Workup
- temperaturerefluxed
- customThe solvent was rotary-evaporated
- distillationThe product was distilled under reduced pressure (12 mmHg)
- customto collect at 102-104° C
Sources & evidence
- ORD record
- ord-e8b5ee671ec84da7bdcf9070e0f4e98a
- Source dataset
- uspto-grants-2016_02
- Patent number
- US09249172B2
Reaction notes
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