Boron trifluoride etherate → 2-Propylvaleraldehyde
Reaction equation
[CH2:1]([CH:4]1O[CH:5]1[CH2:6][CH2:7][CH3:8])[CH2:2]C.B(F)(F)F.C[CH2:15][O:16]CC>C1C=CC=CC=1>[CH2:6]([CH:5]([CH2:4][CH2:1][CH3:2])[CH:15]=[O:16])[CH2:7][CH3:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a vigorously stirred solution of 2 propyl 1,2 epoxypentane (1 equivalent), prepared as described in Example 1, in benzene cooled to 0° was added a solution of boron trifluoride etherate (0.5 equivalents) in benzene. The reaction mixture was stirred for 1 min and was quenched by the addition of water. Following separation of the phases, the organic phase was washed with saturated aqueous sodium bicarbonate and water, dried with magnesium sulfate, filtered and concentrated to give a colorless oil. The oil was distilled to give the desired product as a colorless oil; 75% yield; boiling point (b.p) 60-63° /0.1 mm.
Workup
- temperaturecooled to 0°
- customwas quenched by the addition of water
- customseparation of the phases
- washthe organic phase was washed with saturated aqueous sodium bicarbonate and water
- dry with materialdried with magnesium sulfate
- filtrationfiltered
- concentrationconcentrated
- customto give a colorless oil
- distillationThe oil was distilled
Sources & evidence
- ORD record
- ord-e701230815734e8bbd2f5de03c3d39bd
- Source dataset
- uspto-grants-1990_10
- Patent number
- US04963557
Reaction notes
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