Acetic Anhydride → N-[(5-bromo-2-chlorophenyl)methyl]acetamide
Reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:10])=[C:6]([CH2:8][NH2:9])[CH:7]=1.[C:11](OC(=O)C)(=[O:13])[CH3:12]>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:10])=[C:6]([CH2:8][NH:9][C:11](=[O:13])[CH3:12])[CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
To a solution of 5-bromo-2-chlorobenzenemethanamine (i.e. the product of Step A) (600 mg, 2.72 mmol) in toluene (10 mL) at 0° C. was added acetic anhydride (0.55 mL, 5.45 mmol). The reaction mixture was stirred at 100° C. for 3 h. The reaction mixture was then extracted with ethyl acetate (3×), and the organic layers were combined, washed with water and brine and dried (Na2SO4). The solvent was evaporated to provide the title product (600 mg).
Workup
- extractionThe reaction mixture was then extracted with ethyl acetate (3×)
- washwashed with water and brine
- dry with materialdried (Na2SO4)
- customThe solvent was evaporated
Sources & evidence
- ORD record
- ord-5664014ba3a342219a3482f8bc3cb41a
- Source dataset
- uspto-grants-2014_12
- Patent number
- US08921360B2
Reaction notes
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