Lithium Hydroxide → HCID 66881357, compound

HRID 2036885Notes

Reaction equation

HRID 2036885 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[CH2:10][N:9]([C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15])[CH2:8]2)=[O:4].[Li+].[OH-]>C1COCC1>[CH2:17]([O:16][C:14]([N:9]1[CH2:8][C:7]2[C:11](=[CH:12][CH:13]=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=2)[CH2:10]1)=[O:15])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 67346993HCID 67346993, compound

Product 1

HCID 66881357HCID 66881357, compoundYield 95.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1,3-Dihydro-isoindole-2,5-dicarboxylic acid 2-benzyl ester 5-methyl ester (2.25 g) is suspended in THF (8 mL) and treated with an aqueous 2N LiOH solution. (5.51 mL) and stirred 14 h at ambient temperature. After evaporation, the residue is partitioned between dichloromethane and water. The organic phase is dried and evaporated. 2.05 g of the title compound are obtained with MP 197-199° C.

Workup

  1. customAfter evaporation
  2. customthe residue is partitioned between dichloromethane and water
  3. customThe organic phase is dried
  4. customevaporated

Sources & evidence

ORD record
ord-200136ef77ca47d28a297d449561d9ed
Source dataset
uspto-grants-2013_11
Patent number
US08575193B2

Reaction notes

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