Boron tribromide → HCID 135761978, compound

HRID 259682Notes

Reaction equation

HRID 259682 reaction equation
B(Br)(Br)Br.C[O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]1[C:17]2[CH:18]=[C:19]([N+:22]([O-:24])=[O:23])[CH:20]=[CH:21][C:16]=2[O:15][N:14]=1>C(Cl)Cl>[N+:22]([C:19]1[CH:20]=[CH:21][C:16]2[O:15][N:14]=[C:13]([C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=3[OH:6])[C:17]=2[CH:18]=1)([O-:24])=[O:23]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 22402907HCID 22402907, compound

Product 1

HCID 135761978HCID 135761978, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A 1 molar solution of boron tribromide in methylene chloride (15 mL, 15 mmol) is added to a solution of 3-(o-methoxyphenyl)-5-nitro-1,2-benzisoxazole (1.96 g, 7.25 mmol) in methylene chloride at 0° C. The reaction mixture is warmed to and stirred at room temperature for 2 hours and diluted with an ice/water mixture. The phases are separated and the aqueous phase is extracted with methylene chloride. The organic phase and methylene chloride extracts are combined, dried over anhydrous sodium sulfate and concentrated in vacuo to give the title product as a solid, mp 172°-176° C.

Workup

  1. temperatureThe reaction mixture is warmed to and
  2. customThe phases are separated
  3. extractionthe aqueous phase is extracted with methylene chloride
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b2be2ae7b6184bf189ca4f1357b0287b
Source dataset
uspto-grants-1996_06
Patent number
US05523278

Reaction notes

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