Sodium Hydroxide → Undeca-2,4,8-trienoic acid
Reaction equation
[CH:1](=[O:12])[CH:2]=[CH:3][CH:4]=[CH:5][CH2:6][CH2:7][CH:8]=[CH:9][CH2:10][CH3:11].[OH-:13].[Na+]>O.[Ag-]=O>[C:1]([OH:13])(=[O:12])[CH:2]=[CH:3][CH:4]=[CH:5][CH2:6][CH2:7][CH:8]=[CH:9][CH2:10][CH3:11]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 20 °C
Procedure
2,4,8-Undecatrienal was added to a suspension of silver (I) oxide (1.1 eq) in water. The mixture was stirred at 20° C. and concentrated sodium hydroxide solution (equal weight to the aldehyde), was added over 30 minutes allowing the batch to exotherm to 60° C. The solution was filtered through celite, and the aqueous filtrate acidified to pH 1 with hydrochloric acid solution, to give 2,4,8-undecatrienoic acid.
Workup
- customto exotherm to 60° C
- filtrationThe solution was filtered through celite
Sources & evidence
- ORD record
- ord-dbad221a573c49cda03a1bf66a5dc9ac
- Source dataset
- uspto-grants-2006_08
- Patent number
- US07098350B2
Reaction notes
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