Diethylamine → (Z,E)-N,N-diethyl-8-hydroxy-3,7-dimethyl-2,6-octadienamide

HRID 26978Notes

Reaction equation

HRID 26978 reaction equation
[OH:1][CH2:2]/[C:3](/[CH3:13])=[CH:4]/[CH2:5][CH2:6]/[C:7](/[CH3:12])=[CH:8]\[C:9]([OH:11])=O.[CH2:14]([N:16](CC)[CH2:17][CH3:18])[CH3:15].C(Cl)(=O)OCC.C(NCC)C>ClCCl>[CH2:14]([N:16]([CH2:17][CH3:18])[C:9](=[O:11])/[CH:8]=[C:7](/[CH3:12])\[CH2:6][CH2:5]/[CH:4]=[C:3](\[CH3:13])/[CH2:2][OH:1])[CH3:15]

Participants

6

Reactant 4

HCID 8021DiethylamineHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 12681379(Z,E)-8-hydroxy-3,7-dimethyl-2,6-octadienoic acid

Product 1

HCID 86736490(Z,E)-N,N-diethyl-8-hydroxy-3,7-dimethyl-2,6-octadienamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Following the same manner as in Example 5, the reaction and after-treatment were conducted by using 1.0 g of (E,E) and (Z,E)-8-hydroxy-3,7-dimethyl-2,6-octadienoic acid, 0.9 ml of triethylamine, 0.62 ml of ethyl chlorocarbonate and 0.67 ml of diethylamine in 20 ml of dichloromethane to afford 850 mg of the end product.

Workup

  1. customthe reaction

Sources & evidence

ORD record
ord-e5718d830887400eb311942a357d5ece
Source dataset
uspto-grants-1979_04
Patent number
US04151357

Reaction notes

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