Acetic Anhydride → HCID 15167904, compound

HRID 1494855Notes

Reaction equation

HRID 1494855 reaction equation
[C:1]1([CH3:21])[CH:6]=[CH:5][C:4]([S:7]([N:10]2[CH2:18][C:17]3[C:12](=[CH:13][CH:14]=[C:15]([CH2:19][NH2:20])[CH:16]=3)[CH2:11]2)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[C:22](OC(=O)C)(=[O:24])[CH3:23]>C(Cl)(Cl)Cl>[C:1]1([CH3:21])[CH:2]=[CH:3][C:4]([S:7]([N:10]2[CH2:18][C:17]3[C:12](=[CH:13][CH:14]=[C:15]([CH2:19][NH:20][C:22](=[O:24])[CH3:23])[CH:16]=3)[CH2:11]2)(=[O:9])=[O:8])=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 15167903HCID 15167903, compound

Product 1

HCID 15167904HCID 15167904, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

14.5 g of g of 2-(p-toluenesulfonyl)-5-aminomethylisoindoline was dissolved in 200 ml of chloroform. 6.13 g of acetic anhydride was added dropwise to the solution under ice cooling while stirring. The mixture was stirred at room temperature for 1 hour and concentrated. The residue was recrystallized from n-hexane to give 16.3 g of 2-(p-toluenesulfonyl)-5-acetamidomethylisoindoline.

Workup

  1. stirringThe mixture was stirred at room temperature for 1 hour
  2. concentrationconcentrated
  3. customThe residue was recrystallized from n-hexane

Sources & evidence

ORD record
ord-80313284f94b433eba40ab46c581d9db
Source dataset
uspto-grants-1991_06
Patent number
US05026856

Reaction notes

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