Oxalyl chloride → HCID 11436518, compound
Reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]([NH:5][CH:6]([CH2:10][CH2:11][CH2:12][CH3:13])C(O)=O)=[O:4].C(Cl)(=O)[C:17]([Cl:19])=[O:18]>ClCCl.CN(C)C=O>[F:15][C:2]([F:1])([F:14])[C:3]([NH:5][CH2:6][CH2:10][CH2:11][CH2:12][CH2:13][C:17]([Cl:19])=[O:18])=[O:4]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 0 °C
Procedure
735 mg(3 mmol) (2,2,2-trifluoro-acetylamino)-hexanoic acid were dissolved in 5 mL dried dichloromethane and stirred under argon flux at 0° C. Then, 0.6 mL (6.6 mmol) oxalyl chloride were added dropwise at 0° C., a few drops of dried dimethylformamide were also added dropwise which lead to gas development and yellow colouring of the previously white mixture. The mixture, was stirred at room temperature for 70 min. Then the mixture was repeatedly evaporated with dichloromethane. The crude product was used directly in the next step.
Workup
- stirringThe mixture, was stirred at room temperature for 70 min
- customThen the mixture was repeatedly evaporated with dichloromethane
Sources & evidence
- ORD record
- ord-b39c693e046641f98956833f6e0466d1
- Source dataset
- uspto-grants-2010_09
- Patent number
- US07795423B2
Reaction notes
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