Diethyl Oxalate → potassium (2Z)-3-cyano-1-ethoxy-1-oxobut-2-en-2-olate
Reaction equation
CC([O-])(C)C.[K+:6].C1OCCOCCOCCOCCOCCOC1.[C:25]([O:32][CH2:33][CH3:34])(=[O:31])[C:26]([O:28]CC)=O.[C:35](#[N:38])[CH2:36][CH3:37]>C1COCC1>[C:35](/[C:36](/[CH3:37])=[C:26](\[O-:28])/[C:25]([O:32][CH2:33][CH3:34])=[O:31])#[N:38].[K+:6]Participants
6
Conditions
- Temperature
- 60 °C
Procedure
3.84 g potassium 2-methylpropan-2-olate (34.2 mmol, 1.0 eq.) and 723 mg 18-crown-6 (2.74 mmol, 0.08 eq.) were dissolved in THF and 5.00 g diethyl oxalate (34.2 mmol, 1.0 eq.) were added within 5 minutes. The reaction mixture was heated to 60° C. and 1.88 g propiononitrile (34.2 mm ol, 1.0 eq.) were added within 5 minutes. The reaction was stirred at 60° C. for 1 hour. The solid was filtered off, dried in vacuo at 50° C. to provide 5.11 g (26.4 mmol, 77%) of the crude product which was used without further purification.
Workup
- filtrationThe solid was filtered off
- customdried in vacuo at 50° C.
Sources & evidence
- ORD record
- ord-3aa27895bb4f40e298014b173fb81163
- Source dataset
- uspto-grants-2016_02
- Patent number
- US09260412B2
Reaction notes
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