Sodium hydride → HCID 13670536, compound

HRID 64580Notes

Reaction equation

HRID 64580 reaction equation
[OH:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH:7]([CH3:10])[C:8]#[N:9])=[CH:4][CH:3]=1.[H-].[Na+].[H][H].Cl[C:18]1[CH:27]=[N:26][C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:19]=1>CN(C)C=O.O>[N:19]1[C:20]2[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:26]=[CH:27][C:18]=1[O:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH:7]([CH3:10])[C:8]#[N:9])=[CH:11][CH:12]=1

Participants

7

Reactant 4

HCID 24758Sodium hydrideHCID 2389382-ChloroquinoxalineHCID 106070872-(4-hydroxyphenoxy)propanenitrileHCID 178418361HCID 178418361, compound

Product 1

HCID 13670536HCID 13670536, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent2×

Conditions

Temperature
130 °C

Procedure

In a nitrogen atmosphere, add a solution of 4.9 g (0.03 mole) 2-(4-hydroxyphenoxy)propionitrile in 20 cc dimethylformamide to 1.5 g sodium hydride (0.03 mole) in 20 cc dimethylformamide. When the evolution of hydrogen ceases, add 4.9 g (0.03 mole) 2-chloroquinoxaline. Heat at approximately 130° C. until the reaction is complete. Pour into water and extract the product in ether. Dry the ethereal extracts and concentrate to yield the desired nitrile.

Workup

  1. extractionextract the product in ether
  2. customDry the ethereal extracts
  3. concentrationconcentrate

Sources & evidence

ORD record
ord-cf3057c5907343aeb16919d522630d49
Source dataset
uspto-grants-1986_09
Patent number
US04609396

Reaction notes

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