Aniline → N-prop-2-ynylaniline
Reaction equation
[CH2:1](Br)[C:2]#[CH:3].[NH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C(O)C>[CH2:1]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:2]#[CH:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of propargyl bromide (0.11 mL, 1 mmol) and aniline (0.46 mL, 5 mmol) in ethanol (2 mL) was stirred at room temperature for about 5 days. The solvent was concentrated under vacuum and the residue was purified by flash chromatography on silica gel using hexane/ethyl acetate (20:1) as eluent to provide Example 640. MS (ESI): m/z 132 (M+H)+.
Workup
- concentrationThe solvent was concentrated under vacuum
- customthe residue was purified by flash chromatography on silica gel
- customto provide Example 640
Sources & evidence
- ORD record
- ord-fd28749316c04ae199601df768abe60e
- Source dataset
- uspto-grants-2008_12
- Patent number
- US07468371B2
Reaction notes
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