Acetyl chloride → N-heptylacetamide

HRID 439757

Reaction equation

HRID 439757 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].CCN(CC)CC.[C:16](Cl)(=[O:18])[CH3:17]>C(Cl)Cl>[CH2:2]([NH:1][C:16](=[O:18])[CH3:17])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 81271-HeptanamineHCID 8471Triethylamine

Product 1

HCID 347488N-heptylacetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 5.0 gms of 1-aminoheptane in 150 ml of CH2Cl2, is added 10.9 ml of Et3N followed by 2.79 ml of acetyl chloride. The reaction mixture is stirred at room temperature for 18 hours and then concentrated under vacuum. The residue obtained is partitioned between ethyl acetate and an aqueous 2N HCl solution; and after separating, the organic layer is washed with aqueous saturated NaHCO3, then brine, and dried over Na2SO4. After filtration and concentration, N-heptylacetamide is obtained as a clear liquid.

Workup

  1. concentrationconcentrated under vacuum
  2. customThe residue obtained
  3. customis partitioned between ethyl acetate
  4. customand after separating
  5. washthe organic layer is washed with aqueous saturated NaHCO3
  6. dry with materialbrine, and dried over Na2SO4
  7. filtrationAfter filtration and concentration

Sources & evidence

ORD record
ord-809b151bcabc4d149aa7636a5c1e1031
Source dataset
uspto-grants-1996_05
Patent number
US05516767

Linked notes

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