Boron tribromide → HCID 66717009, compound

HRID 1502185Notes

Reaction equation

HRID 1502185 reaction equation
[C:1]1([C:7]2[CH:8]=[CH:9][C:10]3[N:11]([C:26]4[CH:31]=[CH:30][C:29]([O:32]C)=[CH:28][CH:27]=4)[C:12]4[C:17]([C:18]=3[CH:19]=2)=[CH:16][C:15]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:14][CH:13]=4)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.B(Br)(Br)Br>C(Cl)Cl>[C:1]1([C:7]2[CH:8]=[CH:9][C:10]3[N:11]([C:26]4[CH:27]=[CH:28][C:29]([OH:32])=[CH:30][CH:31]=4)[C:12]4[C:17]([C:18]=3[CH:19]=2)=[CH:16][C:15]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:14][CH:13]=4)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 66717024HCID 66717024, compound

Product 1

HCID 66717009HCID 66717009, compoundYield 97.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

3,6-Diphenyl-9-(4-methoxyphenyl)carbazole (4.20 g, 9.9 mmol) was dissolved in methylene chloride (30 mL). Then, 1M methylene chloride solution of boron tribromide (10 mL) was added dropwise to the resultant solution at −10° C., followed by stirring at room temperature. Next, the mixture was washed with water and dried and the solvent was evaporated, to thereby obtain 3.98 g of 3,6-diphenyl-9-(4-hydroxyphenyl)carbazole.

Workup

  1. washNext, the mixture was washed with water
  2. customdried
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-c850f56fb16b4c609ac5198e55ca9357
Source dataset
uspto-grants-2015_12
Patent number
US09206202B2

Reaction notes

Loading…