Methanol → HCID 21489027, compound

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

Reactant 3

HCID 887Methanol

HCID 9274O,O-Diethyl dithiophosphate

HCID 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.