Sodium Chloride → HCID 53673625, compound

HRID 1732999Notes

Reaction equation

HRID 1732999 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([N:12]2[CH:16]=[CH:15][CH:14]=[N:13]2)=[CH:8][CH:7]=1)[CH3:2].[H-].[Na+].[Cl-].[Na+].[H][H].[CH3:24]I>CN(C)C=O>[CH2:1]([O:3][C:4](=[O:17])[CH:5]([C:6]1[CH:11]=[CH:10][C:9]([N:12]2[CH:16]=[CH:15][CH:14]=[N:13]2)=[CH:8][CH:7]=1)[CH3:24])[CH3:2]

Participants

7

Reactant 5

HCID 5234Sodium ChlorideHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 54137985HCID 54137985, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 53673625HCID 53673625, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

2.3 g (10 mmoles) of 4-(pyrazol-1-yl)phenylacetic acid ethyl ester are dissolved in 20 ml of dimethylformamide; 240 mg (10 mmoles) of sodium hydride are added, under nitrogen, with good cooling (ice, sodium chloride) and vigorous stirring is effected until hydrogen evolution subsides. A solution of 1.5 g of methyl iodide and 5 ml of dimethyl formamide is then added dropwise, and stirring at room temperature is subsequently effected over night. The reaction mixture is poured onto water and extracted with diethyl ether. The ethereal solution is concentrated to yield 2-[4-(pyrazol-1-yl)phenyl]propionic acid ethyl ester as oil.

Workup

  1. stirringstirring at room temperature
  2. waitis subsequently effected over night
  3. additionThe reaction mixture is poured onto water
  4. extractionextracted with diethyl ether
  5. concentrationThe ethereal solution is concentrated

Sources & evidence

ORD record
ord-6b9e56c6870b4a448edd732c6a552d97
Source dataset
uspto-grants-1980_12
Patent number
US04239901

Reaction notes

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