Boron tribromide → HCID 135991845, compound

HRID 568627Notes

Reaction equation

HRID 568627 reaction equation
[Cl:1][C:2]1[C:3]([O:18]C)=[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.B(Br)(Br)Br>ClC(Cl)C>[Cl: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

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 14012491HCID 14012491, compound

Product 1

HCID 135991845HCID 135991845, compound

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

A solution of 5-chloro-3-(2-fluorophenyl)-6-methoxy-1,2-benzisoxazole (1 g) and boron tribromide (1.3 ml) in dichloroethane (30 ml) is refluxed for about 24 hours. The reaction mixture is poured onto ice-water and extracted with dichloromethane to give a solid of 5-chloro-3-(2-fluorophenyl)-6-hydroxy-1,2-benzisoxazole, mp 180°-182° C.

Workup

  1. additionThe reaction mixture is poured onto ice-water
  2. extractionextracted with dichloromethane

Sources & evidence

ORD record
ord-e97cbecfdbf14b5bbcaae4747a307f0d
Source dataset
uspto-grants-1988_03
Patent number
US04728662

Reaction notes

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