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Reaction id: 0211071014_19, verified by Personal Chemistry ©
1022
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1009
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(OAc)3BH- Na+
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HOAc
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P39
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Yield: 27% Time: 300s Temperature: 130 °C
Chemicals
| Name |
MW [g/mol] |
Density [g/ml] |
Amount [mmol] |
Mass/Volume |
| 4894751 (1.0M in THF) |
174.243 |
1.000 |
0.500 |
500.000 µl |
| 120207 (1.0M in THF) |
181.235 |
1.000 |
0.500 |
500.000 µl |
| (OAc)3BH- Na+ |
211.941 |
1.000 |
1.100 |
233.135 mg |
| HOAc (2.91M in THF) |
60.052 |
1.000 |
3.492 |
1200.000 µl |
| Product 1 |
339.479 |
1.000 |
0.000 |
0.000 mg |
Keywords
Reductive amination
Comments
Synthesis: Probably due to the condition of the used triacetoxy borohydride, a better outcome of the reaction was found when using two equivalents of the borohydride. The major by-product was the acetylated amine.
Work-up: The solvent was removed from the filtered reaction mixture and the residue was subjected to chromatography on silica, using ethyl acetate with a gradient of methanol as eluent.
Characterisation: The 1H NMR spectrum showed that the product was present in the form of the acetate.
Instrument Settings
Absorption level: Normal
Pre-stirring time: 0s
References
Hutchins, R. O. et al. J. Chem. Soc., Chem. Commun. 1978, 1088
Ley, S. V.; Bolli, M. H.; Hinzen, B.; Gervois, A-G.; Hall, B. J. J. Chem. Soc., Perkin Trans 1 1998, 15, 2239
Analysis
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0211071014_19A.pdf