Acetic Anhydride → N-(4,4-diethoxybutyl)acetamide

HRID 1260503Notes

Reaction equation

HRID 1260503 reaction equation
[CH2:1]([O:3][CH:4]([O:9][CH2:10][CH3:11])[CH2:5][CH2:6][CH2:7][NH2:8])[CH3:2].C(N(CC)CC)C.[C:19](OC(=O)C)(=[O:21])[CH3:20]>C(OCC)(=O)C>[CH2:10]([O:9][CH:4]([O:3][CH2:1][CH3:2])[CH2:5][CH2:6][CH2:7][NH:8][C:19](=[O:21])[CH3:20])[CH3:11]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 806724,4-Diethoxybutylamine

Product 1

HCID 12677171N-(4,4-diethoxybutyl)acetamide

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4,4-Diethoxybutylamine (3.0 g, 18.61 mmol) and triethylamine (7.85 ml, 55.83 mmol) were dissolved in 250 ml of ethyl acetate. At 10° C., acetic anhydride (1.75 ml, 18.61 mmol) was added, and stirring was continued for 2 h. The cooling bath was removed after 1 h. The reaction mixture was concentrated. Yield: 1.526 g. The product was directly reacted further.

Workup

  1. customThe cooling bath was removed after 1 h
  2. concentrationThe reaction mixture was concentrated
  3. customThe product was directly reacted further

Sources & evidence

ORD record
ord-3d38ca74d18748dd98295f59f4ce956e
Source dataset
uspto-grants-2013_06
Patent number
US08470841B2

Reaction notes

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