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Pathfinder Cookbook - reaction details
Reaction id: 0211071014_12, verified by Personal Chemistry ©

1019

860
(OAc)3BH- Na+
HOAc

P4

Yield: 57%  Time: 300s   Temperature: 130 °C

Chemicals
 Name MW [g/mol] Density [g/ml] Amount [mmol] Mass/Volume
3612202 (1.0M in THF) 189.258 1.000 0.500 500.000 µl
1080064 195.218 1.000 0.500 97.609 mg
(OAc)3BH- Na+ 211.941 1.000 1.100 233.135 mg
HOAc (2.06M in THF) 60.052 1.000 3.502 1700.000 µl
Product 1 368.477 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 ethylacetate 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
 Method Purity Files
 crude LCMS 81  0211071014_12A.pdf
 1H NMR  0211071014_12N_H.pdf