Dichloromethane → N-(2,3-Dihydro-1H-inden-2-yl)-N-propylbenzamide

HRID 1683894Notes

Reaction equation

HRID 1683894 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].ClCCl.[C:17](Cl)(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[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:17](=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 7412Benzoyl chlorideHCID 17221237N-propyl-2,3-dihydro-1H-inden-2-amine

Product 1

HCID 19041551N-(2,3-Dihydro-1H-inden-2-yl)-N-propylbenzamideYield 99%

Procedure

To a stirred solution of Indan-2-yl-propyl-amine (20.0 g, 114 mmol) in dichloro methane (200 mL) triethyl amine (17.4 mL, 125 mmol) was added. To this solution was then dropwise added benzoyl chloride (17.6 g, 125 mmol), followed by stirring at ambient temperature for 2 hours. The reaction was finally quenched by addition of dilute hydrochloric acid (50 mL, 10% HCl). The organic layer was separated, washed with water and dried over magnesium sulfate. Evaporation of the solvent yielded 31.5 g (99%) of the title compound as a dark oil.:

Workup

  1. customThe reaction was finally quenched by addition of dilute hydrochloric acid (50 mL, 10% HCl)
  2. customThe organic layer was separated
  3. washwashed with water
  4. dry with materialdried over magnesium sulfate
  5. customEvaporation of the solvent

Sources & evidence

ORD record
ord-a7722a1462c24cf8994af2ec5e701262
Source dataset
uspto-grants-1997_06
Patent number
US05639778

Reaction notes

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