Methanol → HCID 86742519, compound
Reaction equation
C(OC=CC[S:8]C)(=O)C.CO.[C]=O.[C:14]([O:17][CH:18]([CH2:23][CH2:24][S:25][CH3:26])[C:19]([O:21][CH3:22])=O)(=[O:16])[CH3:15]>O1CCCC1.C1(C)C=CC=CC=1>[C:14]([O:17][CH:18]([CH2:23][CH2:24][S:25][CH3:26])[C:19]([O:21][CH3:22])=[S:8])(=[O:16])[CH3:15]Participants
Conditions
- Temperature
- 100 °C
Procedure
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.
Workup
- customequipped with a glass liner and a Teflon coated stir bar
- additionNo catalyst was added
- additionThe reaction mixture was charged under argon
- customThe bomb was sealed
- customto react for 44 hours
- customAt the termination of the reaction
Sources & evidence
- ORD record
- ord-a01c4b8c26b04d43b2e0320e7d78858a
- Source dataset
- uspto-grants-1988_11
- Patent number
- US04782173
Reaction notes
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