Methacrolein → 2-Methyl-3-(phenylsulfanyl)propanal

HRID 1355422Notes

Reaction equation

HRID 1355422 reaction equation
[O:1]=[CH:2][C:3](=[CH2:5])[CH3:4].C(N(CC)CC)C.[C:13]1([SH:19])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[CH3:5][CH:3]([CH2:4][S:19][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH:2]=[O:1]

Participants

4

Reactant 3

HCID 6562MethacroleinHCID 7969ThiophenolHCID 8471Triethylamine

Product 1

HCID 110739982-Methyl-3-(phenylsulfanyl)propanal

Conditions

Temperature
2.5 °C

Procedure

To a stirred mixture of 51.4 g (0.733 mole) of methacrolein and 2 g (0.018 mole) of triethylamine at 0-5° C. is added 80.8 g (0.733 mole) of benzenethiol slowly. The addition rate is such that the temperature was under 10° C. The reaction mixture is stirred at 0-5° C. for one hour. The mixture is placed on a rotary evaporator to remove triethylamine.

Workup

  1. customwas under 10° C
  2. customThe mixture is placed on a rotary evaporator
  3. customto remove triethylamine

Sources & evidence

ORD record
ord-2f915091c7e64503b1ff3ece209ab833
Source dataset
uspto-grants-2003_07
Patent number
US06586434B2

Reaction notes

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