Methanol → HCID 86742519, compound

Participants

Reaction Conditions

Reaction Steps

0.5 mmoles 1-acetoxy-3-methylthiopropene, pure Z isomer, and 2.5 mmoles methanol were charged into a 71 cc stainless steel bomb equipped with a glass liner and a Teflon coated stir bar. No catalyst was added. Toluene was included as an internal standard. Five milliliters of tetrahydrofuran as a solvent were also included in the reaction system. The reaction mixture was charged under argon. The bomb was sealed and carbon monoxide at a pressure of 1000 psi (at room temperature) was charged to the bomb, and the bomb was heated to 100° C. and allowed to react for 44 hours with stirring. At the termination of the reaction, the reaction products were analyzed by gas chromatography and it was found that no 2-acetoxy-4-(methylthio)butanoic acid, methyl ester was produced and that no 2-acetoxy-4-(methylthio)thiobutanoic acid, methyl ester was produced. 0.15 mmoles of acrolein and 0.11 mmoles of methyl acetate, and 0.04 mmoles of CH3SCH2CH2CHO were the only detectable products.

Provenance & Evidence