3,4-dihydro-2H-pyran → 2H-Pyran, tetrahydro-2-[(3-methyl-3-butenyl)oxy]-
Reaction equation
[CH:1]([OH:6])=[CH:2][C:3](=[CH2:5])[CH3:4].[O:7]1[CH:12]=[CH:11][CH2:10][CH2:9][CH2:8]1.C(N(CC)CC)C>C(Cl)Cl.CS(O)(=O)=O>[CH3:5][C:3](=[CH2:4])[CH2:2][CH2:1][O:6][CH:8]1[CH2:9][CH2:10][CH2:11][CH2:12][O:7]1Participants
6
Procedure
To isoprenyl alcohol (80.0 g, 929 mmol) in CH2Cl2 (500 ml) at 0° C. was added one drop of methanesulfonic acid. To this solution was added 2,3-dihydropyran (100 ml, 1.10 mol) dropwise over 3 h. After the addition was complete triethylamine (5 ml) was added and the resulting mixture was filtered through a thin pad of SiO2 and concentrated to afford 159 g (100%) of 2-(3-methyl-3-butenyloxy)tetrahydropyran as a colorless liquid.
Workup
- additionAfter the addition
- additionwas added
- filtrationthe resulting mixture was filtered through a thin pad of SiO2
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-d0beb8aeaabb4b1095ae2b8dbb94e40e
- Source dataset
- uspto-grants-1992_05
- Patent number
- US05112595
Reaction notes
Loading…