Sodium borohydride → HCID 12609442, compound
Reaction equation
[BH4-].[Na+].C[O:4][C:5](=O)[CH2:6][CH:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9](=[O:16])[N:8]1[CH3:17]>CO>[CH3:17][N:8]1[CH:7]([CH2:6][CH2:5][OH:4])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]1=[O:16]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Sodium borohydride (4.1 g, 109.4 mmol) is added to a solution of 2,3-dihydro-2-methyl-3-oxo-1H-isoindole-1-acetic acid methyl ester (Synthesis, 1986:755) (4.8 g, 21.9 mmol) in 50 mL of MeOH at room temperature and stirred overnight. The reaction is quenched by addition of 100 mL of 2.0 N NaOH, and the MeOH is evaporated. The solution is extracted with CH2Cl2 (3×100 mL). The extracts are combined and dried over Na2SO4 and evaporated to give 2.2 g (52% yield) of 1,3-dihydro-2-methyl-3-(2-hydroxyethyl)-2H-isoindol-1-one.