Oxalyl chloride → HCID 22609552, compound
Reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[CH3:7][O:8][C:9]1[CH:10]=[C:11](/[CH:19]=[CH:20]/[CH:21]=C/C(O)=O)[CH:12]=[C:13]([O:17][CH3:18])[C:14]=1[O:15][CH3:16]>[Cl-]>[CH3:18][O:17][C:13]1[CH:12]=[C:11](/[CH:19]=[CH:20]/[CH:21]=[CH:1]/[C:2]([Cl:4])=[O:3])[CH:10]=[C:9]([O:8][CH3:7])[C:14]=1[O:15][CH3:16]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
After oxalyl chloride (0.055 ml; 0.63 mmol) was added to a solution of (E,E)-5-(3,4,5-trimethoxyphenyl)-2,4-pentadienoic acid (116 mg; 0.44 mmol) in dimethylformamidemethylene chloride (0.1ml-5 ml) under ice cooling. The ice bath was removed, and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure to obtain crude crystals of (E,E)-5-(3,4,5-trimethoxyphenyl)-2,4-pentadienoyl chloride.
Workup
- customThe ice bath was removed
- concentrationThe reaction mixture was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-986a16fcc26a43e28203d587bc862df2
- Source dataset
- uspto-grants-2002_09
- Patent number
- US06448242B1
Reaction notes
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