Hydrochloric Acid → HCID 178527421, compound

HRID 1287204Notes

Reaction equation

HRID 1287204 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 2 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-a4943d87568b46cd8af4c7461f294aa0
Source dataset
uspto-grants-1976_10
Patent number
US03984357

Reaction notes

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