Allyl bromide → HCID 19910733, compound

HRID 1534204Notes

Reaction equation

HRID 1534204 reaction equation
[CH2:1]([C:3]1[O:4][C:5]2[CH:12]=[CH:11][CH:10]=[C:9]([OH:13])[C:6]=2[C:7]=1[CH3:8])[CH3:2].[CH2:14](Br)[CH:15]=[CH2:16].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:16]([O:13][C:9]1[C:6]2[C:7]([CH3:8])=[C:3]([CH2:1][CH3:2])[O:4][C:5]=2[CH:12]=[CH:11][CH:10]=1)[CH:15]=[CH2:14]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 14579764HCID 14579764, compound

Product 1

HCID 19910733HCID 19910733, compoundYield 118.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 2-ethyl-4-hydroxy-3-methylbenzofuran (760 mgs; 4.3 mmoles), allyl bromide (1.0 g; 8.6 mmoles), anhydrous potassium carbonate (1.1 g; 8.6 mmoles) and acetone (50 ml) was refluxed for 4 hours. The mixture was filtered, concentrated, and chromatographed to obtain 1.1 g of the title compound as an oil which was used as such in the next step.

Workup

  1. temperaturewas refluxed for 4 hours
  2. filtrationThe mixture was filtered
  3. concentrationconcentrated
  4. customchromatographed

Sources & evidence

ORD record
ord-5c63356cac7646fa8768341397dd3755
Source dataset
uspto-grants-1992_02
Patent number
US05087638

Reaction notes

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