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4-Aminomethyl-1-Boc-4-hydroxypiperidine can be used in agrochemical, pharmaceutical and dyestuff.

General procedure for the synthesis of tert-butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate from tert-butyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate: In a 100 mL sealed tube, a magnetic stirring bar, tert-butyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate (300 mg, 1.28 mmol) and 7 M ammonium hydroxide in a methanol solution (20 mL). The reaction mixture was placed in an oil bath at 80°C and stirred for 16 hours. After completion of the reaction, the mixture was cooled to room temperature. The solvent was removed by concentration under reduced pressure to afford the crude product tert-butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate (350 mg, >95% yield), which could be used in the subsequent reaction without further purification.LCMS (ESI) m/z 231 [M + H]+.

[1] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 24, p. 7458 - 7461
[2] Patent: US2016/185786, 2016, A1. Location in patent: Paragraph 0679
[3] Patent: WO2015/92804, 2015, A1. Location in patent: Page/Page column 21
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[5] Patent: WO2014/147636, 2014, A1. Location in patent: Page/Page column 35; 36