Acetic Anhydride → 2-Benzyl-5-acetamidoisoindoline

HRID 1494829Notes

Reaction equation

HRID 1494829 reaction equation
[CH2:1]([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([NH2:17])[CH:14]=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:18](OC(=O)C)(=[O:20])[CH3:19]>C1C=CC=CC=1>[CH2:1]([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([NH:17][C:18](=[O:20])[CH3:19])[CH:14]=2)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 31592442-Benzyl-2,3-dihydro-1H-isoindol-5-ylamine

Product 1

HCID 151678882-Benzyl-5-acetamidoisoindoline

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

2-benzyl-5-aminoisoindoline prepared above was dissolved in 50 ml of anhydrous benzene, and 1.77 g of acetic anhydride was added. After standing for 2 hours at room temperature, the mixture was washed with 5% sodium bicarbonate and brine. The organic layer was concentrated to afford 2-benzyl-5-acetamidoisoindoline.

Workup

  1. washthe mixture was washed with 5% sodium bicarbonate and brine
  2. concentrationThe organic layer was concentrated

Sources & evidence

ORD record
ord-516cd6322d044f4b9d61fcd8d22d51ff
Source dataset
uspto-grants-1991_06
Patent number
US05026856

Reaction notes

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