Hydrogen Bromide → HCID 135848334, compound

HRID 1957529Notes

Reaction equation

HRID 1957529 reaction equation
Br.C[O:3][C:4]1[CH:15]=[CH:14][C:7]2[C:8]([C:11](=[O:13])[CH3:12])=[N:9][O:10][C:6]=2[CH:5]=1>C(O)(=O)C>[OH:3][C:4]1[CH:15]=[CH:14][C:7]2[C:8]([C:11](=[O:13])[CH3:12])=[N:9][O:10][C:6]=2[CH:5]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 19068188HCID 19068188, compound

Product 1

HCID 135848334HCID 135848334, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

350 ml of a 48% solution of hydrobromic acid are added to 34.2 g of 1-(6-methoxy-1,2-benzisoxazol-3-yl)ethanone in 350 ml of acetic acid. The reaction mixture is refluxed for 6.5 h, cooled, and then poured onto a mixture of ice/water. The precipitated crude product is isolated by filtration and washed with water. This crude product is purified by chromatography over silica gel with ethyl acetate/hexane (1:3), giving 1-(6-hydroxy-1,2-benzisoxazol-3-yl)ethanone having a melting point of 159°-161° C.

Workup

  1. temperatureThe reaction mixture is refluxed for 6.5 h
  2. temperaturecooled
  3. customThe precipitated crude product
  4. customis isolated by filtration
  5. washwashed with water
  6. customThis crude product is purified by chromatography over silica gel with ethyl acetate/hexane (1:3)

Sources & evidence

ORD record
ord-d775771e4b914d02a23cc4be1d846bef
Source dataset
uspto-grants-1998_07
Patent number
US05786374

Reaction notes

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