Allyl bromide → HCID 19067674, compound

HRID 2380573Notes

Reaction equation

HRID 2380573 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5]([F:11])=[CH:4][C:3]=1[OH:12].C(=O)([O-])[O-].[K+].[K+].[CH2:19](Br)[CH:20]=[CH2:21]>C(#N)C>[CH2:21]([O:12][C:3]1[C:2]([F:1])=[CH:7][C:6]([N+:8]([O-:10])=[O:9])=[C:5]([F:11])[CH:4]=1)[CH:20]=[CH2:19]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 27824902,5-Difluoro-4-nitrophenol

Product 1

HCID 19067674HCID 19067674, compoundYield 44.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The product of step (a) (3.4 g, 20 mmol), 50 ml acetonitrile, 3.3 g potassium carbonate and 3 g allyl bromide were combined, heated to reflux for one hour and stripped. The mixture was extracted with dichloromethane, treated with water and separated. The organics were dried over magnesium sulfate and stripped to yield 1.9 g of 4-allyloxy-2,5 difluoro nitrobenzene product.

Workup

  1. temperatureheated
  2. temperatureto reflux for one hour
  3. extractionThe mixture was extracted with dichloromethane
  4. additiontreated with water
  5. customseparated
  6. dry with materialThe organics were dried over magnesium sulfate

Sources & evidence

ORD record
ord-7bb4713e54c94abda47f70c136f88f46
Source dataset
uspto-grants-1994_11
Patent number
US05369086

Reaction notes

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