Sodium Hydroxide → 3-(1-Ethoxyethoxy)oxetane
Reaction equation
C([O:4][CH2:5][CH:6]([O:9][CH:10]([O:12][CH2:13][CH3:14])[CH3:11])[CH2:7]Cl)(=O)C.[OH-].[Na+]>O>[CH2:13]([O:12][CH:10]([O:9][CH:6]1[CH2:5][O:4][CH2:7]1)[CH3:11])[CH3:14]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 25 °C
Procedure
The crude 3-chloro-2-(1-ethoxyethoxy)-1-propyl acetate produced in Example 9 was added over a period of 1.5 hours to a stirred hot (105°) solution of 1.1 kg (27.5 moles) of sodium hydroxide in 1.1 L of water in a 5 L three-necked round-bottomed flask equipped with a mechanical stirrer, a reflux condenser, a dropping funnel, and a thermometer. The mixture was refluxed for an additional 4 hours period and then was allowed to cool to 25° C. The mixture was stirred with 1.5 L of water to dissolve inorganic salts and the phases were separated. The aqueous solution was extracted with 2 L of methylene chloride. Solvent was removed from the methylene chloride layer and the residual oil was combined with the above organic phase to give 1.2 kg of crude 3-(1-ethoxyethoxy) oxetane.
Workup
- customequipped with a mechanical stirrer, a reflux condenser, a dropping funnel
- temperatureThe mixture was refluxed for an additional 4 hours period
- dissolutionto dissolve inorganic salts
- customthe phases were separated
- extractionThe aqueous solution was extracted with 2 L of methylene chloride
- customSolvent was removed from the methylene chloride layer
Sources & evidence
- ORD record
- ord-c10d1dc7ddb04949acd8a22b0b4cdcac
- Source dataset
- uspto-grants-1983_07
- Patent number
- US04395561
Reaction notes
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