Acetic acid, azido-, ethyl ester → Ethyl (2Z,4E)-2-azido-5-(4-methylphenyl)penta-2,4-dienoate
Reaction equation
CC[O-].[Na+].[CH3:5][C:6]1[CH:11]=[CH:10][C:9](/[CH:12]=[CH:13]/[CH:14]=O)=[CH:8][CH:7]=1.[N:16]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])=[N+:17]=[N-:18]>C(O)C>[N:16](/[C:19](=[CH:14]\[CH:13]=[CH:12]\[C:9]1[CH:8]=[CH:7][C:6]([CH3:5])=[CH:11][CH:10]=1)/[C:20]([O:22][CH2:23][CH3:24])=[O:21])=[N+:17]=[N-:18]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Following General Procedure I, a 1.38 M solution of NaOEt in ethanol (30 ml), (E)-3-(4-methylphenyl)acrylaldehyde (Compound 43, 1.1 g, 7.5 mmol) and ethyl azidoacetate (12 ml, 37.5 mmol) in EtOH (20 ml) were reacted to produce the title compound as a solid.
Sources & evidence
- ORD record
- ord-b4766f87ad664e35965873e1b072eb02
- Source dataset
- uspto-grants-2010_06
- Patent number
- US07728014B2
Reaction notes
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