Benzeneacetic acid, alpha-methyl-4-(1,3,4,7-tetrahydro-1-oxo-2H-isoindol-2-yl)- → Aluminium alpha-[4-(1-oxo-4,7-dihydro-2-isoindolinyl)phenyl]propionate

HRID 1764497

Reaction equation

HRID 1764497 reaction equation
[O:1]=[C:2]1[C:10]2[CH2:9][CH:8]=[CH:7][CH2:6][C:5]=2[CH2:4][N:3]1[C:11]1[CH:16]=[CH:15][C:14]([CH:17]([CH3:21])[C:18]([OH:20])=[O:19])=[CH:13][CH:12]=1.O.O.O.O.O.O.[Cl-].[Al+3:29].[Cl-].[Cl-]>O>[O:1]=[C:2]1[C:10]2[CH2:9][CH:8]=[CH:7][CH2:6][C:5]=2[CH2:4][N:3]1[C:11]1[CH:16]=[CH:15][C:14]([CH:17]([CH3:21])[C:18]([O-:20])=[O:19])=[CH:13][CH:12]=1.[Al+3:29].[O:1]=[C:2]1[C:10]2[CH2:9][CH:8]=[CH:7][CH2:6][C:5]=2[CH2:4][N:3]1[C:11]1[CH:16]=[CH:15][C:14]([CH:17]([CH3:21])[C:18]([O-:20])=[O:19])=[CH:13][CH:12]=1.[O:1]=[C:2]1[C:10]2[CH2:9][CH:8]=[CH:7][CH2:6][C:5]=2[CH2:4][N:3]1[C:11]1[CH:16]=[CH:15][C:14]([CH:17]([CH3:21])[C:18]([O-:20])=[O:19])=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 3047153Benzeneacetic acid, alpha-methyl-4-(1,3,4,7-tetrahydro-1-oxo-2H-isoindol-2-yl)-HCID 9794789AlCl3.6H2O

Product 1

HCID 22768525Aluminium alpha-[4-(1-oxo-4,7-dihydro-2-isoindolinyl)phenyl]propionateYield 103%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 8.37 g (0.03 mole) of α-[4-(1-oxo-4,7-dihydro-2-isoindolinyl)phenyl]propionic acid and 30 ml of water was stirred for about 1 hour. At the end of this time, a solution of 2.41 g (0.01 mole) of aluminium chloride hexahydrate in 50 ml of water was added to the resulting solution. The white precipitate which was produced was collected by filtration and washed with 75 ml of water. The resulting white solid was then dried at 105° C. for 4 hours. There were obtained 9.0 g of a white solid, sparingly soluble in most organic solvents, slightly soluble in dimethyl sulphoxide and having a melting point above 300° C.

Workup

  1. customThe white precipitate which was produced
  2. filtrationwas collected by filtration
  3. washwashed with 75 ml of water
  4. customThe resulting white solid was then dried at 105° C. for 4 hours

Sources & evidence

ORD record
ord-9756a47165b84f16b5895d7d98b48bcf
Source dataset
uspto-grants-1978_09
Patent number
US04116972

Linked notes

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