Succinic anhydride → HCID 18977141, compound

HRID 1939911Notes

Reaction equation

HRID 1939911 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[CH3:5][CH:6]([CH2:14][CH2:15][N:16]1[C:20](=[O:21])[C:19]2=[CH:22][CH:23]=[CH:24][CH:25]=[C:18]2[C:17]1=[O:26])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[C:27]1(=[O:33])[O:32][C:30](=[O:31])[CH2:29][CH2:28]1>ClC(Cl)C>[CH3:5][CH:6]([CH2:14][CH2:15][N:16]1[C:17](=[O:26])[C:18]2=[CH:25][CH:24]=[CH:23][CH:22]=[C:19]2[C:20]1=[O:21])[CH2:7][C:8]1[CH:9]=[CH:10][C:11]([C:27](=[O:33])[CH2:28][CH2:29][C:30]([OH:32])=[O:31])=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 7922Succinic anhydrideHCID 6451240Aluminum(III) ChlorideHCID 18977190HCID 18977190, compound

Product 1

HCID 18977141HCID 18977141, compoundYield 93.6%

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

Under ice cooling, 24.86 g of anhydrous aluminum chloride was added to a dichloroethane suspension (250 ml) containing 12.83 g of [2-methyl-4-phthalimidobutyl]benzene and 9.29 g of succinic anhydride, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into ice water, and the organic layer was collected by separation. After the organic layer was washed with water and dried, the solvent was removed. The resulting crude crystal was recrystallized from ethyl acetate-hexane to obtain 16.11 g of 4-(2-methyl-4-phthalimidobutyl)-1-(3-hydroxycarbonylpropionyl)benzene.

Workup

  1. customthe organic layer was collected by separation
  2. washAfter the organic layer was washed with water
  3. customdried
  4. customthe solvent was removed
  5. customThe resulting crude crystal was recrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-7af5d4bff40d46e1a59066c59fd8bce3
Source dataset
uspto-grants-1997_12
Patent number
US05698554

Reaction notes

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