Potassium thiocyanate → Potassium 1-methylcyclopropane-1-sulfonate

HRID 1054453Notes

Reaction equation

HRID 1054453 reaction equation
C([S-])#N.[K+:4].[CH3:5][C:6]1([S:9]([O:12]CC2C=CC=CC=2)(=[O:11])=[O:10])[CH2:8][CH2:7]1>COCCOC.O>[CH3:5][C:6]1([S:9]([O-:12])(=[O:11])=[O:10])[CH2:8][CH2:7]1.[K+:4]

Participants

4

Reactant 2

HCID 516872Potassium thiocyanateHCID 89618607Benzyl 1-methylcyclopropane-1-sulfonate

Product 1

HCID 59386313Potassium 1-methylcyclopropane-1-sulfonateYield 100%

Reagents, catalysts & solvents 1

HCID 18180031Water 1,2-dimethoxyethaneSolvent

Conditions

Temperature
100 °C

Procedure

KSCN (2.48 g, 25.5 mmol) was added to a solution of Benzyl 1-methylcyclopropane-1-sulfonate (4.9 g, 25.5 mmol) in DME/H2O (1:1, 120 mL) and continued stirring at 100° C. for 16 h. Reaction mixture was concentrated under reduced pressure and the residue was washed with n-pentane and dried to afford potassium 1-methylcyclopropane-1-sulfonate (Int-49) (4.44 g, 100% yield) which was used in the next step without further purification.

Workup

  1. customReaction mixture
  2. concentrationwas concentrated under reduced pressure
  3. washthe residue was washed with n-pentane
  4. customdried

Sources & evidence

ORD record
ord-259f1bebdb3a401eb8ee465a32542c17
Source dataset
uspto-grants-2016_07
Patent number
US09394305B2

Reaction notes

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