Methanol → HCID 21489027, compound

HRID 1974243Notes

Reaction equation

HRID 1974243 reaction equation
[CH2:1]([O:3][P:4]([SH:9])(=[S:8])[O:5][CH2:6][CH3:7])[CH3:2].[CH3:10][C:11]([CH3:19])([SH:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[CH3:20]O>>[P:4]([S:9][CH2:20][S:18][C:11]([CH3:19])([CH3:10])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(=[S:8])([O:5][CH2:6][CH3:7])[O:3][CH2:1][CH3:2]

Participants

4

Reactant 3

HCID 887MethanolHCID 9274O,O-Diethyl dithiophosphateHCID 99641522-phenylpropane-2-thiol

Product 1

HCID 21489027HCID 21489027, compound

Procedure

A mixture of 37.2 grams (0.200 mole) of O,O- diethyl phosphorodithioic acid, 30.5 grams (0.200 mole) of α,α-dimethyl α-toluenethiol and 16.5 ml. (0.220 mole) of methanol-free formalin is stirred vigorously at room temperature for 3 days. The mixture is extracted with 250 ml. of methylene chloride, and this solution is washed with two 30 ml. portions of saturated sodium chloride solution, four 30 ml. portions of 5% potassium hydroxide solution, and three 30 ml. portions of saturated sodium chloride. Evaporation of the solvent from the dried (magnesium sulfate) solution gives a colorless, moderately viscous liquid residue. The proton magnetic resonance spectrum of this material establishes that the desired product is the major component.

Workup

  1. extractionThe mixture is extracted with 250 ml
  2. washof methylene chloride, and this solution is washed with two 30 ml
  3. customEvaporation of the solvent from the
  4. dry with materialdried (magnesium sulfate) solution
  5. customgives a colorless, moderately viscous liquid residue

Sources & evidence

ORD record
ord-fd4be4cb3eef416490be2ef3120ca30d
Source dataset
uspto-grants-1976_12
Patent number
US04000269

Reaction notes

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