Sulfuryl chloride → HCID 18551888, compound

HRID 1266679Notes

Reaction equation

HRID 1266679 reaction equation
[CH3:1][CH:2]([CH3:15])[C:3]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1)=[O:4].S(Cl)([Cl:19])(=O)=O>CCCCCCC>[Cl:19][C:2]([CH3:15])([CH3:1])[C:3]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1)=[O:4]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 122946832-methyl-1-(1-naphthalenyl)-1-propanone

Product 1

HCID 18551888HCID 18551888, compound

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

2-Methyl-1-(1-naphthalenyl)-1-propanone (30.0 g, 0.15 mole) was dissolved in heptane (10 ml), and sulfuryl chloride (30 g, 0.22 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 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-methyl-1-(1-naphthalenyl)-1-propanone was 34.5 g or 98%.

Workup

  1. concentrationwas concentrated
  2. dissolutionThe concentrate was dissolved in heptane (200 ml)
  3. washwashed 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-3a7f904225284751afefab7c4aaa1846
Source dataset
uspto-grants-2003_04
Patent number
US06548710B2

Reaction notes

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