Sulfuryl chloride → 1-Propanone, 2-chloro-2-methyl-1-phenyl-

HRID 1266673

Reaction equation

HRID 1266673 reaction equation
[C:1]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)(=[O:5])[CH:2]([CH3:4])[CH3:3].S(Cl)([Cl:15])(=O)=O>CCCCCCC>[Cl:15][C:2]([CH3:4])([CH3:3])[C:1]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 69144Isobutyrophenone

Product 1

HCID 819851-Propanone, 2-chloro-2-methyl-1-phenyl-

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

Isobutyrophenone (30.0 g, 0.20 mole) was dissolved in heptane (10 ml) and sulfuryl chloride (35 g, 0.26 mole) was added at once. After a few minutes gas evolution occurred. After 3 h of stirring at room temperature the reaction mixture was concentrated. The concentrate was dissolved in heptane (250 ml) and washed with 150 ml of an aqueous 2 wt % sodium bicarbonate solution. After drying over magnesium sulfate the solvent was removed under reduced pressure. The yield of 2-chloro-2-methylpropiophenone was 36.4 g or 98%.

Workup

  1. waitAfter a few minutes gas evolution occurred
  2. concentrationwas concentrated
  3. dissolutionThe concentrate was dissolved in heptane (250 ml)
  4. washwashed with 150 ml of an aqueous 2 wt % sodium bicarbonate solution
  5. dry with materialAfter drying over magnesium sulfate the solvent
  6. customwas removed under reduced pressure

Sources & evidence

ORD record
ord-a07e5f5e6b3a40f2bc70bf1e69f1195a
Source dataset
uspto-grants-2003_04
Patent number
US06548710B2

Linked notes

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