Potassium Hydroxide → o,o-diethyl thiophosphate potassium salt

HRID 2210756Notes

Reaction equation

HRID 2210756 reaction equation
[P:1]([O:9]CC)([O:6][CH2:7][CH3:8])([O:3][CH2:4][CH3:5])=[S:2].[OH-].[K+:13]>C(O)C>[K+:13].[P:1]([O-:9])([O:6][CH2:7][CH3:8])([O:3][CH2:4][CH3:5])=[S:2]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 31354O,O',O''-Triethyl phosphorothioate

Product 1

HCID 23664334o,o-diethyl thiophosphate potassium saltYield 74.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 86 g (434 mmole) of O,O,O-triethyl thiophosphate in 300 ml of absolute ethanol was added 28 g (440 mmole) of 88% KOH. The resulting mixture was refluxed for 20 hours, filtered while warm, concentrated in vacuo, and triturated with 20% diethyl ether/80% hexanes to yield 67 g of the title compound, a white solid mp 192°-197° C.

Workup

  1. temperatureThe resulting mixture was refluxed for 20 hours
  2. filtrationfiltered
  3. temperaturewhile warm
  4. concentrationconcentrated in vacuo
  5. customtriturated with 20% diethyl ether/80% hexanes

Sources & evidence

ORD record
ord-f58fbdd90a8347c9af7678c42baa40e7
Source dataset
uspto-grants-1995_10
Patent number
US05461038

Reaction notes

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