2-Hexyloxirane → 2-Octanol
Reaction equation
[O:1]1[CH:3]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2]1>[Pd].CO>[CH3:2][CH:3]([OH:1])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 25 °C
Procedure
To a 50-ml reaction vessel were added 1,2-epoxyoctane (2.56 g, 20.0 mmol), methanol (18 mL), 10% palladium/carbon containing 50% water (425 mg, Pd: 0.20 mmol) and catalytic amount of an amine subsequently, and then the mixture was vigorously stirred under an atmosphere of hydrogen at 25° C. Twenty to forty hours later, 10% palladium/carbon was removed by filtration and methanol was removed by distillation. The selectivity of thus obtained colorless oil was checked by gas chromatographic analysis. The results obtained by adding a various amines and other additives were respectively shown as follows:
Workup
- customTo a 50-ml reaction vessel
- customTwenty to forty hours later, 10% palladium/carbon was removed by filtration and methanol
- customwas removed by distillation
- customThe results obtained
Sources & evidence
- ORD record
- ord-2fb42f0fc9a647488b91566ecccb44be
- Source dataset
- uspto-grants-2007_01
- Patent number
- US07161047B2
Reaction notes
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