Sulfuryl chloride → HCID 521559, compound

HRID 1266675Notes

Reaction equation

HRID 1266675 reaction equation
[CH3:1][CH:2]([CH3:13])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:6]=1[CH3:12])=[O:4].S(Cl)([Cl:17])(=O)=O>CCCCCCC>[Cl:17][C:2]([CH3:13])([CH3:1])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:6]=1[CH3:12])=[O:4]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 583728HCID 583728, compound

Product 1

HCID 521559HCID 521559, compound

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

2,2′,4′-Trimethylpropiophenone (30.0 g, 0.17 mole) was dissolved in heptane (10 ml), and sulfuryl chloride (35 g, 0.26 mole) was added at once. After about 5 min gas evolution occurred. After 3 h of stirring at room temperature the reaction mixture was concentrated. The concentrate was dissolved in heptane (200 ml) and was washed with 150 ml of a 2 wt % aqueous sodium bicarbonate solution. After drying over magnesium sulfate the solvent was removed under reduced pressure. The yield of 2-chloro-2,2′,4′-trimethylpropiophenone was 35.5 g or 99%.

Workup

  1. concentrationwas concentrated
  2. dissolutionThe concentrate was dissolved in heptane (200 ml)
  3. washwas washed with 150 ml of a 2 wt % aqueous sodium bicarbonate solution
  4. dry with materialAfter drying over magnesium sulfate the solvent
  5. customwas removed under reduced pressure

Sources & evidence

ORD record
ord-1a9edd1c24df41de8ac7e3f76b2eef2e
Source dataset
uspto-grants-2003_04
Patent number
US06548710B2

Reaction notes

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