Acetic Anhydride → N-(2,3-Dihydro-1H-inden-2-yl)acetamide

HRID 863491Notes

Reaction equation

HRID 863491 reaction equation
Cl.[NH2:2][CH:3]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4]1.[C:12](OC(=O)C)(=[O:14])[CH3:13].C(=O)(O)[O-].[Na+]>CCOCC>[CH2:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH2:11][CH:3]1[NH:2][C:12](=[O:14])[CH3:13]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 1227642-Aminoindan hydrochlorideHCID 516892Sodium Bicarbonate

Product 1

HCID 12452137N-(2,3-Dihydro-1H-inden-2-yl)acetamideYield 49,435.398%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 2-aminoindan hydrochloride (13.3 g, 78 mmol), acetic anhydride (6 g, 0.157 mmol) and saturated sodium bicarbonate (100 mL) in ether (100 mL) was stirred at room temperature for 1 h. The organic phase was separated, and the aqueous layer back washed with ether. The combined organic layer was washed with saturated chloride solution, dried over magnesium sulfate, filtered and evaporated to give the acetamide (13.6 g) in quantitative yield.

Workup

  1. customThe organic phase was separated
  2. washthe aqueous layer back washed with ether
  3. washThe combined organic layer was washed with saturated chloride solution
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-c8f79b0d59fa4908974658cecc34cd43
Source dataset
uspto-grants-1998_02
Patent number
US05721234

Reaction notes

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