Ethyl bromoacetate → HCID 14012529, compound

HRID 652934Notes

Reaction equation

HRID 652934 reaction equation
[Br:1][C:2]1[C:3]([OH:18])=[CH:4][C:5]2[O:9][N:8]=[C:7]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[F:16])[C:6]=2[CH:17]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28]>CC(=O)CC>[Br:1][C:2]1[C:3]([O:18][CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])=[CH:4][C:5]2[O:9][N:8]=[C:7]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[F:16])[C:6]=2[CH:17]=1

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 135589659HCID 135589659, compound

Product 1

HCID 14012529HCID 14012529, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 12 g of 5-bromo-3-(2-fluorophenyl)-6-hydroxy-1,2-benzisoxazole, 10.8 g of potassium carbonate and 7.8 g of ethyl bromoacetate in 200 ml of 2-butanone is stirred at reflux for 6 hours. The reaction mixture is filtered and the solvent removed from the filtrate under vacuum. Recrystallization of the residue from ether-chloroform-hexane gives ethyl {[5-bromo-3-(2-fluorophenyl)-1,2-benzisoxazol-6-yl]oxy}acetate, mp 130°-132° C.

Workup

  1. temperatureat reflux for 6 hours
  2. filtrationThe reaction mixture is filtered
  3. customthe solvent removed from the filtrate under vacuum
  4. customRecrystallization of the residue from ether-chloroform-hexane

Sources & evidence

ORD record
ord-ac793b2590304d799a00e5a78ff89ff6
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

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