Butyl bromide → HCID 13470374, compound

HRID 1155525Notes

Reaction equation

HRID 1155525 reaction equation
[CH3:1][S:2]([CH:4]1[C:13](=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]=[CH:5]1)=[O:3].C(=O)([O-])[O-].[K+].[K+].[CH2:21](Br)[CH2:22][CH2:23][CH3:24]>CC(C)=O>[CH2:21]([N:6]1[C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:13](=[O:14])[C:4]([S:2]([CH3:1])=[O:3])=[CH:5]1)[CH2:22][CH2:23][CH3:24]

Participants

5

Reactant 3

HCID 8002Butyl bromideHCID 11430Potassium CarbonateHCID 70577605HCID 70577605, compound

Product 1

HCID 13470374HCID 13470374, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 3-methylsulphinyl-4-quinolone (1.035 g.), anhydrous potassium carbonate (1.38 g.), n-butyl bromide (0.685 g.) and dry acetone (50 ml.) was refluxed for 24 hours. The mixture was filtered and the filtrate evaporated to dryness. The resulting oil was dissolved in chloroform (50 ml.). The solution was washed with water, dried and evaporated. The residue oil was triturated with light petroleum to give the solid product 1-n-butyl-3-methylsulphinyl-4-quinolone, m.p. 103°-105°.

Workup

  1. temperaturewas refluxed for 24 hours
  2. filtrationThe mixture was filtered
  3. customthe filtrate evaporated to dryness
  4. dissolutionThe resulting oil was dissolved in chloroform (50 ml.)
  5. washThe solution was washed with water
  6. customdried
  7. customevaporated
  8. customThe residue oil was triturated with light petroleum

Sources & evidence

ORD record
ord-5169342961b547a3bb30105cc0887b1a
Source dataset
uspto-grants-1981_11
Patent number
US04302460

Reaction notes

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