Diethylamine → N,N-diethyl-7,11-dimethyl-3-oxo-6,10-dodecadienamide

HRID 436876Notes

Reaction equation

HRID 436876 reaction equation
[CH3:1][C:2]([CH2:13][CH2:14][CH:15]=[C:16]([CH3:18])[CH3:17])=[CH:3][CH2:4][CH2:5][C:6](=[O:12])[CH2:7][C:8]([O:10]C)=O.[CH2:19]([NH:21][CH2:22][CH3:23])[CH3:20]>>[CH2:19]([N:21]([CH2:22][CH3:23])[C:8](=[O:10])[CH2:7][C:6](=[O:12])[CH2:5][CH2:4][CH:3]=[C:2]([CH3:1])[CH2:13][CH2:14][CH:15]=[C:16]([CH3:18])[CH3:17])[CH3:20]

Participants

3

Reactant 2

HCID 8021DiethylamineHCID 53708905HCID 53708905, compound

Product 1

HCID 53763853N,N-diethyl-7,11-dimethyl-3-oxo-6,10-dodecadienamide

Procedure

5.4 g of the product of Example 3 and 10.8ml of diethylamine were stirred in a closed auto clave at 110° C. for 70 hours and after cooling, the reaction mixture was recovered and evaporated under reduced pressure. The residue was chromatographed over silica and was eluted with a 1-1 ethyl etherpetroleum ether (b.p.= 40°-75° C.) mixture to obtain 3.6 g of N,N-diethyl-7,11-dimethyl-3-oxo-6,10-dodecadienamide in the form of an orange oil.

Workup

  1. temperatureafter cooling
  2. customthe reaction mixture was recovered
  3. customevaporated under reduced pressure
  4. customThe residue was chromatographed over silica
  5. washwas eluted with a 1-1 ethyl etherpetroleum ether (b.p.= 40°-75° C.) mixture

Sources & evidence

ORD record
ord-ff084c6493d74762ba4e62702df6086c
Source dataset
uspto-grants-1977_06
Patent number
US04028386

Reaction notes

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