Potassium thiocyanate → HCID 71494339, compound

HRID 508596Notes

Reaction equation

HRID 508596 reaction equation
[CH2:1]([O:8][CH2:9][C:10]1([S:13]([O-:16])(=[O:15])=[O:14])[CH2:12][CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([S-])#N.[K+:20]>COCCOC.O.C(OCC)(=O)C>[CH2:1]([O:8][CH2:9][C:10]1([S:13]([O-:16])(=[O:15])=[O:14])[CH2:11][CH2:12]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1.[K+:20]

Participants

6

Reactant 2

HCID 516872Potassium thiocyanateHCID 86697496HCID 86697496, compound

Product 1

HCID 71494339HCID 71494339, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolvent2×HCID 80711,2-DimethoxyethaneSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
23 °C

Procedure

To a mixture of 1-(benzyloxymethyl)cyclopropanesulfonate (13 mmol, 3.88 g) in DME (40 mL) and H2O (40 mL), KSCN (13.65 mmol, 1.33 g) was added at 23° C. and the resulting reaction mixture was refluxed for 15 h. Reaction mixture was cooled to 23° C. and diluted with H2O and ethyl acetate. Organic layer was separated and the aqueous layer was concentrated under reduced pressure to provide the crude potassium 1-(benzyloxymethyl)cyclopropanesulfonate which was used directly in the next step without additional purification.

Workup

  1. additionwas added at 23° C.
  2. customthe resulting reaction mixture
  3. temperaturewas refluxed for 15 h
  4. customReaction mixture
  5. customOrganic layer was separated
  6. concentrationthe aqueous layer was concentrated under reduced pressure

Sources & evidence

ORD record
ord-3135075d9ca64ec1be05b4a8eef255ce
Source dataset
uspto-grants-2015_08
Patent number
US09096541B2

Reaction notes

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