Allyl bromide → HCID 86209429, compound

HRID 2182031Notes

Reaction equation

HRID 2182031 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH2:7](Br)[CH:8]=[CH2:9].[CH:11]([C:13]1[CH:18]=[CH:17][C:16]([O:19][S:20]([C:23]([F:26])([F:25])[F:24])(=[O:22])=[O:21])=[CH:15][C:14]=1[OH:27])=[O:12]>CC(C)=O>[CH2:7]([O:27][C:14]1[CH:15]=[C:16]([O:19][S:20]([C:23]([F:26])([F:24])[F:25])(=[O:22])=[O:21])[CH:17]=[CH:18][C:13]=1[CH:11]=[O:12])[CH:8]=[CH2:9]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 86209428HCID 86209428, compound

Product 1

HCID 86209429HCID 86209429, compoundYield 73.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Potassium carbonate (1.6 g, 11.5 mmol) and allyl bromide (1 ml, 11.5 mmol) were added to a solution of trifluoro-methanesulfonic acid 4-formyl-3-hydroxy-phenyl ester (1.55 g, 5.7 mmol) in acetone (50 ml). The reaction mixture was stirred at 55 C for 2 h, filtered and evaporated in vacuo. The residue was chromatographed (silica gel, EA:Hex, 1:20) to give 1.3 g (73%) of trifluoro-methanesulfonic acid 3-allyloxy-4-formyl-phenyl ester.

Workup

  1. filtrationfiltered
  2. customevaporated in vacuo
  3. customThe residue was chromatographed (silica gel, EA:Hex, 1:20)

Sources & evidence

ORD record
ord-d5eb846c40a04d2d913160d8214fbfd4
Source dataset
uspto-grants-2005_05
Patent number
US06894177B2

Reaction notes

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