Potassium thiocyanate → HCID 10655699, compound

HRID 274286Notes

Reaction equation

HRID 274286 reaction equation
Cl[CH2:2][CH2:3][C:4]([CH3:11])([CH3:10])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[S-:12][C:13]#[N:14].[K+]>CN(C)C=O.O>[CH3:10][C:4]([CH3:11])([CH2:3][CH2:2][S:12][C:13]#[N:14])[C:5]([O:7][CH2:8][CH3:9])=[O:6]

Participants

5

Reactant 2

HCID 516872Potassium thiocyanateHCID 10797430ethyl 4-chloro-2,2-dimethylbutyrate

Product 1

HCID 10655699HCID 10655699, compoundYield 65.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

In 100 ml of dimethylformamide were dissolved 22.1 g of ethyl 4-chloro-2,2-dimethylbutyrate and 14.5 g of potassium thiocyanate and the solution was stirred at 100° C. for 7 hours. The reaction mixture was poured in 500 ml of water and extracted with ethyl ether. The extract was washed with water and dried (MgSO4) and the solvent was distilled off. The residue was subjected to vacuum distillation to provide 16.4 g of the title compound as colorless oil. b.p. 109°-111° C./0.3 mmHg

Workup

  1. extractionextracted with ethyl ether
  2. washThe extract was washed with water
  3. dry with materialdried (MgSO4)
  4. distillationthe solvent was distilled off
  5. distillationThe residue was subjected to vacuum distillation

Sources & evidence

ORD record
ord-523cc06023b34faaad3d5774d551a396
Source dataset
uspto-grants-1995_02
Patent number
US05389633

Reaction notes

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