Carbon Dioxide → 3-Ethylidene-5-(prop-1-en-1-yl)oxolan-2-one
Reaction equation
[CH2:1]=[CH:2][CH:3]=[CH2:4].[C:5](=[O:7])=[O:6]>P.[Pd]>[CH:2](=[C:3]1[CH2:4][CH:1]([CH:2]=[CH:3][CH3:4])[O:7][C:5]1=[O:6])[CH3:1]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Inoue et al., Chem Comm. 1976, 65 describes a process in which butadiene is reacted with carbon dioxide in a polar aprotic solvent in the presence of certain palladium-phosphine complexes (e.g. Pd (Ph2PCH2CH2PPh2)2) to give a five membered lactone, 2-ethylidene-hept-5-en-4-olide, in small yields (0.4 to 12.3% yield based on butadiene), together with much higher yields of butadiene oligomers (60-85% yield).
Sources & evidence
- ORD record
- ord-4637e64d7cce48cdb57534ff0c10b653
- Source dataset
- uspto-grants-1983_07
- Patent number
- US04393224
Reaction notes
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