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Potassium thiocyanate → HCID 86660439, compound

HRID 1969651
Notes
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Reaction equation

HRID 1969651 reaction equation
[CH2:1]([C:3]1([S:6]([O:9]CCCC)(=[O:8])=[O:7])[CH2:5][CH2:4]1)[CH3:2].[S-]C#N.[K+:17]>O1CCOCC1.O>[CH2:1]([C:3]1([S:6]([O-:9])(=[O:8])=[O:7])[CH2:5][CH2:4]1)[CH3:2].[K+:17]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 516872Potassium thiocyanateHCID 58557955HCID 58557955, compound

Product 1

HCID 86660439HCID 86660439, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of butyl 1-ethylcyclopropane-1-sulfonate (0.46 g, 2.23 mmol prepared from Preparation #6 Step A and ethyl iodide using KKK) in 1,4-dioxane (2.79 mL) and water (2.79 mL) was added potassium thiocyanate (0.12 mL, 2.23 mmol). The reaction is heated to about 100° C. for about 16 h. The reaction mixture was cooled to ambient temperature and was concd under reduced pressure to afford potassium 1-ethylcyclopropane-1-sulfonate (0.42 g, 100%) as a white crystalline solid: 1H NMR (400 MHz, DMSO) d 1.70-1.58 (m, 2H), 0.89 (t, J=7.5, 3H), 0.80 (q, J=3.8, 2H), 0.32 (q, J=3.8, 2H).

Workup

  1. temperatureThe reaction mixture was cooled to ambient temperature

Sources & evidence

ORD record
ord-23aa52721b32488084f88eb1ef647b56
Source dataset
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08426411B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes