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EXPERIMENTAL SECTION
General Procedure for the Reductive Amination of
Aldehydes with Methylamine
Titanium(IV) isopropoxide (2 mL, 6.6 mmol) was added to a commercially
available solution of methylamine in methanol (2 M, 7.5 mL)
followed by the addition of the starting aldehyde (5 mmol). The reaction
mixture was stirred at ambient temperature for 5 h, after which sodium
borohydride (0.2 g, 5 mmol) was added and the resulting mixture was
further stirred for another period of 2 h. The reaction was then quenched
by the addition of water (1mL), the resulting inorganic precipitate was
filtered and washed with diethyl ether (20 mL). The organic layer was
separated and the aqueous part was further extracted with diethyl ether
(20mL×2). The combined ether extracts were dried (K2CO3) and
concentrated in vacuo to give N-methyl secondary amines in high purity.

General Procedure for the Reductive Amination of
Ketones w

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