Sodium Carbonate → N-Indan-2-yl-N-propyl-propionamide

HRID 725915Notes

Reaction equation

HRID 725915 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[NH:10][CH2:11][CH2:12][CH3:13].C([O-])([O-])=O.[Na+].[Na+].[C:20](Cl)(=[O:23])[CH2:21][CH3:22]>C(Cl)Cl>[CH2:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:1][CH:2]1[N:10]([CH2:11][CH2:12][CH3:13])[C:20](=[O:23])[CH2:21][CH3:22]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 62324Propionyl chlorideHCID 17221237N-propyl-2,3-dihydro-1H-inden-2-amine

Product 1

HCID 19710204N-Indan-2-yl-N-propyl-propionamideYield 56%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of N-indan-2-yl-propylamine (9.5 g, 54.3 mmol) in methylene chloride was added aq. Na2CO3 (150 mL, 3%) followed by propionyl chloride (7.5 mL, 86.3 mmol). The mixture was stirred at ambient temperature for 1 h. The layers were separated and the organic layer was washed with water, separated and dried (MgSO4). Evaporation of the solvent yielded 7 g (56%) of N-indan-2-yl-N-propyl-propionamide. MS m/e 231 (1, M+), 116 (100), 117 (23), 57 (11), 146 (9).

Workup

  1. customThe layers were separated
  2. washthe organic layer was washed with water
  3. customseparated
  4. dry with materialdried (MgSO4)
  5. customEvaporation of the solvent

Sources & evidence

ORD record
ord-b0054d0b6483467b93ca5c6927b9e96c
Source dataset
uspto-grants-1998_01
Patent number
US05708018

Reaction notes

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