Boron tribromide → HCID 21079385, compound

HRID 1374968Notes

Reaction equation

HRID 1374968 reaction equation
C[O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7](=[O:19])[C:8](=[O:18])[N:9]2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:5][CH:4]=1.B(Br)(Br)Br>C(Cl)Cl>[OH:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7](=[O:19])[C:8](=[O:18])[N:9]2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 22022460HCID 22022460, compound

Product 1

HCID 21079385HCID 21079385, compoundYield 28%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 6-methoxy-1-phenyl-1H-indole-2,3-dione (50 mg, 0.20 mmol) and BBr3 (418 mg, 1.67 mmol) in CH2Cl2 (6 mL) was stirred at 0° C. for 1 hour. The crude product was purified by preparative TLC [Eluent: EtOAc/hexane (1:1)], giving the desired product (13 mg, 28%).

Workup

  1. customThe crude product was purified by preparative TLC [Eluent: EtOAc/hexane (1:1)]

Sources & evidence

ORD record
ord-85eb2b1a9dfa4261a212a0259ff2ea17
Source dataset
uspto-grants-2007_01
Patent number
US07166635B2

Reaction notes

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