Methional → HCID 53672169, compound

HRID 581646Notes

Reaction equation

HRID 581646 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

  1. additionOnce the addition
  2. temperatureto cool to room temperature
  3. customThe organics were separated
  4. customdried
  5. filtrationfiltered
  6. customevaporated
  7. customto give a pale yellow oil that
  8. 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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