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

HRID 2049980
Notes
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Reaction equation

HRID 2049980 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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 6344
Dichloromethane
Solvent

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-2a774a9cf6674827af4f87e0fd45025b
Source dataset
uspto-grants-1980_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04199519

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes