Sodium borohydride → HCID 18945165, compound

Reaction equation

[C:1](/[CH:4]=[CH:5]/[C:6]1[CH:7]=[C:8]([CH:13]=[C:14]([N:16]2[CH:20]=[CH:19][CH:18]=[CH:17]2)[CH:15]=1)[C:9]([O:11][CH3:12])=[O:10])([OH:3])=[O:2].[BH4-].[Na+]>CO.[Ni](Cl)Cl>[C:1]([CH2:4][CH2:5][C:6]1[CH:7]=[C:8]([CH:13]=[C:14]([N:16]2[CH:17]=[CH:18][CH:19]=[CH:20]2)[CH:15]=1)[C:9]([O:11][CH3:12])=[O:10])([OH:3])=[O:2]

Participants

Procedure

To a mixture of methyl 3-((E)-2-carboxyethenyl)-5-(pyrrol-1-yl)benzoate (1.9 g) and nickel(II) chloride in methanol (40 ml) was added portionwise sodium borohydride (1.24 g). After stirring for 7 hours at room temperature, the reaction mixture was filtered and poured into water, followed by acidification of the solution to pH 2. The resulting precipitate was collected by filtration and washed with water to give methyl 3-(2-carboxyethyl)-5-(pyrrol-1-yl)benzoate (1.72 g).