Allyl bromide → HCID 20566762, compound

HRID 847671Notes

Reaction equation

HRID 847671 reaction equation
[CH2:1]([NH:5][S:6]([C:9]([F:12])([F:11])[F:10])(=[O:8])=[O:7])[CH2:2][CH2:3][CH3:4].C(=O)([O-])[O-].[K+].[K+].[CH2:19](Br)[CH:20]=[CH2:21]>CO>[CH2:21]([N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[S:6]([C:9]([F:12])([F:10])[F:11])(=[O:7])=[O:8])[CH:20]=[CH2:19]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 20566739N-Butyl-1,1,1-trifluoromethanesulfonamide

Product 1

HCID 20566762HCID 20566762, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of N-butyltrifluoromethanesulfonamide (62.0 g, 0.302 mole), potassium carbonate (45.54 g, 0.330 mole) and methanol (250 ml) was refluxed with stirring for two hours. Allyl bromide (39.93 g, 0.330 mole) was then added and this mixture stirred under reflux for 24 hours, cooled, filtered, and the solvent evaporated in vacuo. The residue was fractionally distilled yielding 37.0 g (b.p. of 53°-58° C. at 0.07 torr) of the desired compound, N-allyl-N-butyltrifluoromethanesulfonamide.

Workup

  1. temperaturewas refluxed
  2. stirringthis mixture stirred
  3. temperatureunder reflux for 24 hours
  4. temperaturecooled
  5. filtrationfiltered
  6. customthe solvent evaporated in vacuo
  7. distillationThe residue was fractionally distilled

Sources & evidence

ORD record
ord-a47dfcdbc77f4442a03410e327d1f0ff
Source dataset
uspto-grants-1981_10
Patent number
US04293441

Reaction notes

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