Potassium Carbonate → HCID 13758012, compound

HRID 1837497Notes

Reaction equation

HRID 1837497 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH2:10][C:11]#[N:12])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[C:13](=O)(OC)OC.C(=O)([O-])[O-].[K+].[K+]>ClCCl>[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]([CH3:13])[C:11]#[N:12])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 12021Dimethyl CarbonateHCID 121253-Nitrophenylacetonitrile

Product 1

HCID 13758012HCID 13758012, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
170 °C

Procedure

A mixture of 62 mmol (10 g) of 3-nitrophenylacetonitrile, 1.11 mol (100 g) of dimethyl carbonate and 3.1 mmol (0.43 g) of potassium carbonate is heated for 6 hours at 170° C. in an autoclave. After cooling, 200 ml of dichloromethane are added and the organic phase is washed with 100 ml of water and then with 100 ml of a saturated aqueous solution of sodium chloride. The organic phase is dried over magnesium sulphate and concentrated. The residue obtained is purified by chromatography on silica gel, using as eluant a 90/10 cyclohexane/ethyl acetate mixture, to yield the expected product.

Workup

  1. temperatureAfter cooling
  2. washthe organic phase is washed with 100 ml of water
  3. dry with materialThe organic phase is dried over magnesium sulphate
  4. concentrationconcentrated
  5. customThe residue obtained
  6. customis purified by chromatography on silica gel

Sources & evidence

ORD record
ord-662ecd944f7a4b59941ef9e625affdc2
Source dataset
uspto-grants-2004_08
Patent number
US06784183B2

Reaction notes

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