Ethanol → O-Ethyl S-propyl chlorothiophosphate
Reaction equation
[P:1](Cl)([Cl:7])([S:3][CH2:4][CH2:5][CH3:6])=[O:2].[CH2:9]([OH:11])[CH3:10].C(N(CC)CC)C>C(Cl)Cl>[P:1]([Cl:7])([S:3][CH2:4][CH2:5][CH3:6])([O:11][CH2:9][CH3:10])=[O:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -10 °C
Procedure
S-Propyl dichlorothiophosphate (3.1 grams; 0.016 mole) was charged into a 300 ml glass reaction flask equipped with a mechanical stirrer. Methylene chloride (80 ml) was added and the solution was cooled to a temperature of -10° C. A solution of ethanol (0.737 grams; 0.016 mole) and triethylamine (1.62 grams; 0.016 mole) was then added dropwise with stirring while maintaining the temperature of the reaction mixture at about -5° C. After the addition was completed the reaction mixture was allowed to warm to room temperature and stirring was continued for a period of two hours to yield the desired product O-ethyl S-propyl chlorothiophosphate in solution.
Workup
- customequipped with a mechanical stirrer
- temperaturewhile maintaining the temperature of the reaction mixture at about -5° C
- additionAfter the addition
- temperatureto warm to room temperature
- stirringstirring
Sources & evidence
- ORD record
- ord-db7f315adb4a4a9180e9dd6a7702aa14
- Source dataset
- uspto-grants-1982_01
- Patent number
- US04309422
Reaction notes
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