4-Ethylaniline → 2-broMo-4-ethylbenzenaMine
Reaction equation
[CH2:1]([C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1)[CH3:2].C1C(=O)N([Br:17])C(=O)C1>CN(C=O)C>[Br:17][C:5]1[CH:4]=[C:3]([CH2:1][CH3:2])[CH:9]=[CH:8][C:6]=1[NH2:7]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To 4-ethylaniline (1.76 g, 14.52 mmol) and NBS (2.58 g, 14.52 mmol) was added DMF (67 mL) and the reaction mixture was stirred at 0° C. for 10 min. The reaction mixture was purified by silica gel chromatography (0-50% ethyl acetate/hexanes) to provide 2-bromo-4-ethylaniline (2.7 g, 93% yield). LC/MS m/z 201.0 [M+H]+.
Workup
- customThe reaction mixture was purified by silica gel chromatography (0-50% ethyl acetate/hexanes)
Sources & evidence
- ORD record
- ord-ceeabcfa63a949dfa1cd628243a74b3f
- Source dataset
- uspto-grants-2015_04
- Patent number
- US08999976B2
Reaction notes
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