Aluminum(III) Chloride → HCID 57524485, compound

HRID 532113Notes

Reaction equation

HRID 532113 reaction equation
C([O:3][C:4]1[CH:5]=[C:6]([C@H:11]([N:17]2[C:25](=[O:26])[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][C:23]=3[NH:27][C:28](=[O:30])[CH3:29])[C:18]2=[O:31])[CH2:12][S:13]([CH3:16])(=[O:15])=[O:14])[CH:7]=[CH:8][C:9]=1[OH:10])C.[Al+3].[Cl-].[Cl-].[Cl-]>O>[OH:3][C:4]1[CH:5]=[C:6]([C@H:11]([N:17]2[C:25](=[O:26])[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][C:23]=3[NH:27][C:28](=[O:30])[CH3:29])[C:18]2=[O:31])[CH2:12][S:13]([CH3:16])(=[O:14])=[O:15])[CH:7]=[CH:8][C:9]=1[OH:10]

Participants

4

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 68088610(S)-N-(2-(1-(3-ethoxy-4-hydroxyphenyl)-2-(methylsulfonyl)ethyl)-1,3-dioxoisoindolin-4-yl)acetamide

Product 1

HCID 57524485HCID 57524485, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred solution of (S)—N-{2-[1-(3-ethoxy-4-hydroxy-phenyl)-2-methanesulfonyl-ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}-acetamide (0.55 mmol) in anhydrous CH2C2 at room temperature, is added AlCl3 (1.10 mmol). After stirring for 1 hour, water is added. The product is extracted with CH2Cl2, and the organic extract is dried over MgSO4. The solvent is removed to give crude (S)—N-{2-[1-(3,4-dihydroxy-phenyl)-2-methanesulfonyl-ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}-acetamide. The product is purified by column chromatography or recrystallization.

Workup

  1. extractionThe product is extracted with CH2Cl2
  2. extractionthe organic extract
  3. dry with materialis dried over MgSO4
  4. customThe solvent is removed

Sources & evidence

ORD record
ord-46a71587e2dc42bd90928ac46df3102a
Source dataset
uspto-grants-2014_10
Patent number
US08853175B2

Reaction notes

Loading…