HCID 14997006, compound → HCID 20525448, compound

Participants

Reaction Conditions

Reaction Steps

A 300-cubic centimeter capacity stirred autoclave equipped with a heating mantle and sample port was charged with 3.02 grams (0.02 mole) of the 3-(1-methoxyeth-1-yl)aniline prepared in paragraph (b) of Example IV and 0.6 gram of 5 percent platinum on carbon hydrogenation catalyst in 200 milliliters of methyl ethyl ketone. The autoclave was then sealed, the air driven stirrer turned on, and the temperature was brought up to and maintained at about 95° C. The autoclave was then charged with hydrogen gas to a pressure of 200 psi (the valve to the hydrogen cylinder being left open). After 5 hours' reaction, the autoclave was cooled, broken open, and the contents were removed and filtered. The filtrate was concentrated on a rotary evaporator at 55° C., leaving 11.87 grams of a light yellow liquid identified by NMR spectroscopy as N-sec-butyl-N-3-(1-methyleth-1-yl)aniline.

Provenance & Evidence