Hydrochloric Acid → HCID 178527421, compound

HRID 1834135Notes

Reaction equation

HRID 1834135 reaction equation
[CH3:1][Mg:2][Cl:3].C(Cl)(=O)CCC.Cl.[C:11]([S:15](CC(CCC)=O)(=[O:17])=[O:16])([F:14])([F:13])[F:12]>O1CCCC1>[C:11]([S:15]([CH2:1][Mg:2][Cl:3])(=[O:17])=[O:16])([F:14])([F:13])[F:12]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8855Butyryl chlorideHCID 713973851-(Trifluoromethanesulfonyl)pentan-2-oneHCID 178418332HCID 178418332, compound

Product 1

HCID 178527421HCID 178527421, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The reagent CF3SO2CH2MgCl was prepared from 22.0 g. (0.15 mole) of methyl perfluoromethylsulfone and 0.2 mole of methylmagnesium chloride in tetrahydrofuran. Butyryl chloride (30.0 g.; 0.3 mole) was added at room temperature and the mixture stirred for two hours. The mixture was hydrolyzed with 3 N HCl, the tetrahydrofuran phase separated and heated to remove solvent. The residue was dissolved in diethyl ether and the solution (dried over MgSO4) heated to remove the ether, giving 14 g. of the novel fluoroalkylsulfonyl methane precursor, CF3SO2CH2COC3H7 b.p. 90° C. (5 mm.). A sample was recrystallized from water, m.p. 67.5°-68.5° C.

Workup

  1. customthe tetrahydrofuran phase separated
  2. temperatureheated
  3. customto remove solvent
  4. dissolutionThe residue was dissolved in diethyl ether
  5. dry with materialthe solution (dried over MgSO4)
  6. temperatureheated
  7. customto remove the ether
  8. customgiving 14 g
  9. customA sample was recrystallized from water, m.p. 67.5°-68.5° C.

Sources & evidence

ORD record
ord-f22bf44a96144dda97771407ad390544
Source dataset
uspto-grants-1978_01
Patent number
US04069233

Reaction notes

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