Reaction equation
[OH:1][C:2]([CH3:9])([CH3:8])[CH2:3][C:4]([O:6][CH3:7])=[O:5].[O:10]1[CH:15]=[CH:14][CH2:13][CH2:12][CH2:11]1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(OCC)C>[O:10]1[CH:11]=[CH:12][CH2:13][CH2:14][CH:15]1[O:1][C:2]([CH3:9])([CH3:8])[CH2:3][C:4]([O:6][CH3:7])=[O:5]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
In 50 ml of 7 wt. % hydrochloric acid methanol solution was dissolved 1.18 g of β-hydroxyisovaleric acid, and an reaction was allowed to proceed at room temperature overnight. The solvent was removed from the solution as reacted by distillation under a reduced pressure to obtain 1.30 g of crude methyl β-hydroxyisovalerate. The crude methyl β-hydroxyisovalerate was dissolved in diethyl ether, and 0.91 g of 3,4-dihydro-2H-pyran and a catalytic amount of p-toluenesulfonic acid were added thereto. Stirring was continued at room temperature overnight for reaction. The resultant reaction mixture was washed with a saturated aqueous solution of sodium hydrogencarbonate and then with water and dried over magnesium sulfate. The solvent was removed from the dried reaction mixture by distillation under a reduced pressure to obtain 1.98 g of crude methyl β-dihydropyranyloxyisovalerate.
Workup
- customwas continued at room temperature overnight for reaction
- customThe resultant reaction mixture
- washwas washed with a saturated aqueous solution of sodium hydrogencarbonate
- dry with materialwith water and dried over magnesium sulfate
- customThe solvent was removed from the dried reaction mixture by distillation under a reduced pressure
Sources & evidence
- ORD record
- ord-31b383d7b8dd4fbeba9fb7a0c3422862
- Source dataset
- uspto-grants-1996_01
- Patent number
- US05480580
Linked notes
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