Methional → HCID 53672169, compound
Reaction equation
Cl[CH2:2][CH2:3][CH2:4][S:5][CH3:6].[Mg].[CH3:8][S:9][CH2:10][CH2:11][CH:12]=[O:13].[Cl-].[NH4+]>C1COCC1.CCOCC>[CH3:8][S:9][CH2:10][CH2:11][CH:12]([OH:13])[CH2:2][CH2:3][CH2:4][S:5][CH3:6]Participants
7
Conditions
- Temperature
- 50 °C
Procedure
1-Chloro-3-methylthiopropane (3.73 g, 30 mmole) in dry THF (50 mL) was added to stirred magnesium turnings (0.72 g, 30 mmole) under argon. Once the addition was complete, the mixture was heated to 50° C. for 3 hours. The mixture was then allowed to cool to room temperature and 3-methylthiopropanal (3.12 g, 30 mmole) was added. The reaction was stirred at room temperature for 1 hour. 2M ammonium chloride solution (50 mL) was added, followed by ether (50 mL). The organics were separated, dried, filtered, and evaporated to give a pale yellow oil that was purified by chromatography in 40-60 petroleum ether/ether (4/5) to give 5 (2.1 g, 36%) as a colorless oil.
Workup
- additionOnce the addition
- temperatureto cool to room temperature
- customThe organics were separated
- customdried
- filtrationfiltered
- customevaporated
- customto give a pale yellow oil that
- customwas purified by chromatography in 40-60 petroleum ether/ether (4/5)
Sources & evidence
- ORD record
- ord-e4470f0358c64569bf7586efdb5fb652
- Source dataset
- uspto-grants-1999_07
- Patent number
- US05922527
Reaction notes
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