Chloride → 3-Methyl-3-{[(prop-2-en-1-yl)oxy]methyl}oxetane
Reaction equation
[CH3:1][CH:2]1[CH2:5][O:4][CH:3]1CO.[H-].[Na+].[H][H].[Cl-]>C1COCC1>[CH2:3]([O:4][CH2:5][C:2]1([CH3:1])[CH2:3][O:4][CH2:5]1)[CH:2]=[CH2:1]Participants
6
Procedure
The 3-methyl oxetanemethanol (1 mole) is dissolved in THF (500 mL) and fed into 60% sodium hydride dispersion (1.1 mole) in THF (500 mL) at 0° C. Following evolution of hydrogen gas the ally chloride (1.1 mole) is added to the reaction at room temperature. The reaction is aged for 2-4 hrs. The reaction is quenched when GC analysis indicates less than 10% starting alcohol is present. The reaction mass is washed with 10% aqueous sodium chloride solution. The crude reaction mass is purified by fractional distillation affording 114 g of 3-allyloxymethyl-3-methyl-oxetane.
Workup
- additionis added to the reaction at room temperature
- customThe reaction is quenched when GC analysis
- washThe reaction mass is washed with 10% aqueous sodium chloride solution
- customThe crude reaction mass
- distillationis purified by fractional distillation
Sources & evidence
- ORD record
- ord-59fb78b48a2d472a91cef7584329531e
- Source dataset
- uspto-grants-2007_09
- Patent number
- US07265231B2
Reaction notes
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