Water → HCID 135589636, compound

HRID 652890Notes

Reaction equation

HRID 652890 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:12]2[CH:13]=[CH:14][C:15]([O:18]C)=[C:16]([I:17])[C:11]=2[O:10][N:9]=1.B(Br)(Br)Br.O>C(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:12]2[CH:13]=[CH:14][C:15]([OH:18])=[C:16]([I:17])[C:11]=2[O:10][N:9]=1

Participants

5

Reactant 3

HCID 962WaterHCID 25134Boron tribromideHCID 13015746HCID 13015746, compound

Product 1

HCID 135589636HCID 135589636, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-(2-fluorophenyl)-7-iodo-6-methoxy-1,2-benzisoxazole (8.2 g) is refluxed 18 hours in 130 ml of CH2Cl2 containing 6.6 ml of BBr3. The reaction mixture is poured into H2O and extracted into ether. Drying and evaporation gives a crystalline product that is triturated well with hexane to yield 3-(2-fluorophenyl)-6-hydroxy-7-iodo-1,2-benzisoxazole, mp 212°-214° C.

Workup

  1. extractionextracted into ether
  2. customDrying
  3. customevaporation
  4. customgives a crystalline product that
  5. customis triturated well with hexane

Sources & evidence

ORD record
ord-6e2ea061d4f2420d88aec500727c8b00
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

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