Boron tribromide → HCID 66844842, compound
Reaction equation
B(Br)(Br)Br.C1([O:10][C:11]2[C:20]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=3)=[CH:19][C:14]([C:15]([O:17][CH3:18])=[O:16])=[CH:13][N:12]=2)CCCC1>C(Cl)Cl>[O:10]=[C:11]1[NH:12][CH:13]=[C:14]([C:15]([O:17][CH3:18])=[O:16])[CH:19]=[C:20]1[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of boron tribromide (1.0 M in CH2Cl2, 10.6 mL, 10.6 mmol) was added to a solution of the nicotinate (Step 1, 1.44 g, 4.81 mmol) in 40 mL of CH2Cl2 at −10° C. The cooling bath was removed and stirring was continued at room temperature for 16 h. The reaction mixture was neutralized with saturated NaHCO3 solution and the resultant tan precipitate was filtered and washed with copious amounts of H2O to give 0.77 g (70%) of the title compound. MS m/z: 231 (M+1).