Acetyl chloride → N-(2,3-Dihydro-1H-inden-5-yl)acetamide

HRID 1466081Notes

Reaction equation

HRID 1466081 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][C:6]([NH2:10])=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.[C:11](Cl)([CH3:13])=[O:12]>C(Cl)Cl>[CH2:1]1[C:9]2[C:4](=[CH:5][C:6]([NH:10][C:11](=[O:12])[CH3:13])=[CH:7][CH:8]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 90496Indan-5-amine

Product 1

HCID 583823N-(2,3-Dihydro-1H-inden-5-yl)acetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

A solution of indan-5-amine (43 g, 0.31 mol) and TEA (51.3 mL, 0.370 mol) in 400 mL of anhydrous DCM was added a solution of AcCl (23.6 mL, 0.340 mol) in 100 mL of anhydrous DCM dropwise at 0° C. then and stirred for 0.5 h at RT. After the reaction was completed, 500 mL of DCM was added to the reaction mixture, and the mixture was washed with water, 10% HCl solution, 10% NaHCO3 and brine. The organic phase was dried over anhydrous Na2SO4 and concentrated to give the title compound.

Workup

  1. washthe mixture was washed with water, 10% HCl solution, 10% NaHCO3 and brine
  2. dry with materialThe organic phase was dried over anhydrous Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-702a851ff3f343dd9b248d4563ac2c7d
Source dataset
uspto-grants-2015_04
Patent number
US08999990B2

Reaction notes

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