Allyl bromide → HCID 68921752, compound

HRID 1063616Notes

Reaction equation

HRID 1063616 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[H-].[Na+].[CH2:14](Br)[CH:15]=[CH2:16]>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH:14]=[CH:15][CH3:16])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 24758Sodium hydrideHCID 691274-Chloro-3-nitrophenol

Product 1

HCID 68921752HCID 68921752, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 1 mmol of 2-chloro-5-hydroxy nitrobenzene in 5 mL of DMF was added 1.2 mmol of NaH at 0° C. After 30 min, allyl bromide was added and the mixture was stirred at rt for 16 h. Solvent was removed and the residue was washed with water and extracted with EtOAc to give 2-chloro-5-propenyloxy nitrobenzene.

Workup

  1. customSolvent was removed
  2. washthe residue was washed with water
  3. extractionextracted with EtOAc

Sources & evidence

ORD record
ord-1121321894d246b19284c47e0bd972d7
Source dataset
uspto-grants-2005_11
Patent number
US06965033B2

Reaction notes

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