Boron tribromide → HCID 18358246, compound

HRID 428292Notes

Reaction equation

HRID 428292 reaction equation
C[O:2][C:3]1[CH:26]=[CH:25][CH:24]=[CH:23][C:4]=1[C:5]([C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[N+:20]([O-:22])=[O:21])=[CH:9][CH:8]=1)=[O:6].B(Br)(Br)Br.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[OH:2][C:3]1[CH:26]=[CH:25][CH:24]=[CH:23][C:4]=1[C:5]([C:7]1[CH:8]=[CH:9][C:10]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[N+:20]([O-:22])=[O:21])=[CH:11][CH:12]=1)=[O:6]

Participants

5

Reactant 3

HCID 25134Boron tribromideHCID 516892Sodium BicarbonateHCID 18358181HCID 18358181, compound2×

Product 1

HCID 18358246HCID 18358246, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a cooled (−78° C.) solution of 2-Methoxy-4′-(2-nitrophenylamino)-benzophenone (Compound 215, 0.35 g, 1 mmol) in methylene chloride (10 ml), under argon, was added boron tribromide (0.1 ml, 1 mmol) under stirring. The reaction mixture was allowed to come to room temperature. After stirring for 3 h , the reaction mixture was poured into saturated sodium bicarbonate (50 ml) before being extracted with ethyl acetate (2×50 ml). The organic phase was dried (MgSO4), filtered and evaporated to afford the title compound.

Workup

  1. customto come to room temperature
  2. stirringAfter stirring for 3 h
  3. extractionbefore being extracted with ethyl acetate (2×50 ml)
  4. dry with materialThe organic phase was dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-e4dd7865a42e4f7da26128635ae34f5d
Source dataset
uspto-grants-2001_11
Patent number
US06313174B1

Reaction notes

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