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In 50 mL of dry toluene, 2.0 g (5.8 mmol) of (R)-tert-butyl 6-(piperidin-1-ylmethyl)-1,2,3,4-tetrahydronaphthalen-1-ylcarbamate and 1.5 g (41 mmol) of lithium aluminum hydride were combined and gently refluxed for 24 h. Next the mix was quenched with 5 g of sodium sulfate decahydrate and allowed to stir for 2 h. The mix was then filtered over celite and the pad was washed with ethyl acetate several times. The filtrate was then concentrated and the crude was purified on silica using 0 to 5% MeOH (10% ammonium hydroxide) in ethyl acetate to give the product. MS 259 (ESI, pos. ion).

1. temperaturegently refluxed for 24 h
2. customNext the mix was quenched with 5 g of sodium sulfate decahydrate
3. filtrationThe mix was then filtered over celite
4. washthe pad was washed with ethyl acetate several times
5. concentrationThe filtrate was then concentrated
6. customthe crude was purified on silica using 0 to 5% MeOH (10% ammonium hydroxide) in ethyl acetate
7. customto give the product