Hydrochloric Acid → 2-(2-Bromo-4-chlorophenyl)-2-fluoroethanamine, hydrochloride
Reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]([F:12])[C:10]#[N:11].C(O)C.Cl>C1COCC1>[ClH:8].[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]([F:12])[CH2:10][NH2:11]Participants
5
Conditions
- Temperature
- 0 °C
Procedure
Dissolve 2-(2-bromo-4-chlorophenyl)-2-fluoroacetonitrile (2.45 g, 9.86 mmol) in THF (50 mL). Cool the mixture to 0° C., then add BH3-THF complex (1 N, 20 mL, 20 mmol), and stir overnight. Add ethanol (5 mL) and then adjust to acidic with an ethanolic HCl solution. After removing the solvent, add DCM (20 mL) to the solid. Filter and wash with DCM, and dry to give the title compound as the HCl salt. MS (ES) m/z 254 [M+1]+.
Workup
- customAfter removing the solvent
- additionadd DCM (20 mL) to the solid
- filtrationFilter
- washwash with DCM
- customdry
Sources & evidence
- ORD record
- ord-f3dd02536dd14319a89d307f450df901
- Source dataset
- uspto-grants-2011_11
- Patent number
- US08063035B2
Reaction notes
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