Cyclopropanecarboxaldehyde → Cyclopropanecarboxaldehyde
Reaction equation
[CH:1]1([CH:4]=[O:5])[CH2:3][CH2:2]1>[Pd]>[CH:1]1([CH:4]=[O:5])[CH2:3][CH2:2]1.[CH:4](=[O:5])/[CH:1]=[CH:2]/[CH3:3]Participants
4
Reactant 1
Product 2
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
To a glass liner with a magnetic stirrer were charged 0.7 g of 5% palladium on carbon catalyst and 7 g of cyclopropanecarboxaldehyde (94% assay, containing 6% crotonaldehyde). The glass liner was placed in a 250 ml autoclave and purged with nitrogen then with hydrogen. The autoclave was pressurized to 42.4 bar absolute with hydrogen and heated to 60° C. The mixture was stirred under these conditions for 16 hours. The reactor was cooled and vented with nitrogen and the catalyst was removed by filtration. GC analysis of the crude mixture showed that n-butanol was the only product obtained (100% over reduction of cyclopropanecarboxaldehyde and crotonaldehyde). Cyclopropylmethanol was not detected.
Workup
- custompurged with nitrogen
- temperatureThe reactor was cooled
- customthe catalyst was removed by filtration
Sources & evidence
- ORD record
- ord-718c23ad3e3248218faef828425e8b87
- Source dataset
- uspto-grants-1995_12
- Patent number
- US05475151
Reaction notes
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