Allylamine → HCID 15316936, compound
Reaction equation
[Br:1][C:2]([F:9])([F:8])[C:3]([O:5]CC)=O.[CH2:10]([NH2:13])[CH:11]=[CH2:12]>>[CH2:10]([NH:13][C:3](=[O:5])[C:2]([Br:1])([F:8])[F:9])[CH:11]=[CH2:12]Participants
3
Procedure
Ethyl bromodifluoroacetate (100 g) was cooled to 0° C., and allylamine (39 mL) was added dropwise. The mixture was stirred at room temperature for 14 hr, and concentrated under reduced pressure. Water was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed successively with 1 mol/L hydrochloric acid, water, saturated aqueous sodium hydrogen carbonate solution, and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound as a colorless oil (yield 105 g, 100%).
Workup
- concentrationconcentrated under reduced pressure
- additionWater was added to the residue
- extractionthe mixture was extracted with ethyl acetate
- washThe extract was washed successively with 1 mol/L hydrochloric acid, water, saturated aqueous sodium hydrogen carbonate solution, and saturated brine
- dry with materialdried over anhydrous magnesium sulfate
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-2d8937b1e2a14611bf5dddec5d880797
- Source dataset
- uspto-grants-2015_01
- Patent number
- US08933105B2
Reaction notes
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