Methanol → HCID 62230337, compound

HRID 624108Notes

Reaction equation

HRID 624108 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][N:2]1[C:10]([NH:12][C:13]1[CH:22]=[CH:21][C:16]([C:17]([O:19]C)=[O:18])=[CH:15][CH:14]=1)=[O:11].CO.[OH-].[Li+]>O1CCCC1>[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][N:2]1[C:10]([NH:12][C:13]1[CH:14]=[CH:15][C:16]([C:17]([OH:19])=[O:18])=[CH:21][CH:22]=1)=[O:11]

Participants

5

Reactant 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 68748359HCID 68748359, compound

Product 1

HCID 62230337HCID 62230337, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methyl 4-(isoindoline-2-carboxamido)benzoate (1.65 g, 5.57 mmol) was dissolved in tetrahydrofuran (30 ml) and methanol (15.00 ml) followed by the addition of lithium hydroxide (11.14 ml, 22.27 mmol) and the mixture was allowed to stir at ambient temperature over the weekend. The organic solvent was removed under vacuum, the aqueous layer was adjusted to pH ˜3 with 2N aqueous HCl, and the resulting solid was filtered with water washes to provide the title compound after drying.

Workup

  1. customThe organic solvent was removed under vacuum
  2. filtrationthe resulting solid was filtered with water

Sources & evidence

ORD record
ord-8c7fe9ed83e84247b0878e79b93e256d
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

Loading…