Sodium Hydroxide → (2,4-Dichloro-3-nitrophenyl)methanamine
Reaction equation
[N+:1]([C:4]1[C:5]([Cl:19])=[C:6]([CH:15]=[CH:16][C:17]=1[Cl:18])[CH2:7][NH:8]C(=O)C(F)(F)F)([O-:3])=[O:2].[OH-].[Na+]>CO>[N+:1]([C:4]1[C:5]([Cl:19])=[C:6]([CH:15]=[CH:16][C:17]=1[Cl:18])[CH2:7][NH2:8])([O-:3])=[O:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of N-(3-nitro-2,4-dichloro-benzyl)-2,2,2-trifluoroacetamide (0.66 g, impure, content ˜50%), 4M NaOH-solution (1.3 mL, 5.2 mmol) and MeOH (15 mL) is refluxed for 4 h. Then the mixture is concentrated, diluted with water, acidified with 4M HCl, filtered, 4M NaOH-solution is added and it is extracted with EtOAc. The organic phase is dried with Na2SO4, filtered and concentrated. Yield 0.17 g
Workup
- temperatureis refluxed for 4 h
- concentrationThen the mixture is concentrated
- additiondiluted with water
- filtrationfiltered
- addition4M NaOH-solution is added
- extractionit is extracted with EtOAc
- dry with materialThe organic phase is dried with Na2SO4
- filtrationfiltered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-9cc292976eae4befa2ee1517a8bd3287
- Source dataset
- uspto-grants-2014_06
- Patent number
- US08759537B2
Reaction notes
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