Isopropanol → HCID 86742519, compound
Reaction equation
C(OC=CC[S:8]C)(=O)C.CC(O)C.[C]=O.[C:16]([O:19][CH:20]([CH2:27][CH2:28][S:29][CH3:30])[C:21]([O:23][CH:24](C)C)=O)(=[O:18])[CH3:17]>O1CCCC1.C1(C)C=CC=CC=1>[C:16]([O:19][CH:20]([CH2:27][CH2:28][S:29][CH3:30])[C:21]([O:23][CH3:24])=[S:8])(=[O:18])[CH3:17]Participants
Conditions
- Temperature
- 100 °C
Procedure
0.5 mmoles 1-acetoxy-3-methylthiopropene (Z:E ratio 43:57) and 2.5 mmoles 2-propanol 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, 2-propyl ester was produced and that no 2-acetoxy-4-(methylthio)thiobutanoic acid, methyl ester was produced. 0.0515 mmoles of acrolein and 0.0456 mmoles of methyl acetate were the only products detectable.
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-05471e7ede5842e7a7c807264dcdc3a8
- Source dataset
- uspto-grants-1988_11
- Patent number
- US04782173
Reaction notes
Loading…