Formaldehyde → HCID 71239200, compound

Participants

Reaction Conditions

Reaction Steps

Paraformaldehyde (70.91 g, 787 mmol) and triethylamine (119.5 g, 1.18 mol) were added to a mixture of 2-benzyl-2,5-diazaspiro[3.4]octane dihydrochloride (Intermediate 49, 65 g, 236.2 mmol) in 1,2-dichloroethane (700 mL) and the mixture was stirred for 1 h at 10° C. Sodium triacetoxyborohydride (110.8 g, 1.18 mol) was then added and the mixture was stirred for 12 h at 15° C. The mixture was then filtered and the filter cake was washed with CH2Cl2 (3×500 mL). The combined organic solutions were washed with brine (500 mL), dried (MgSO4) and concentrated in vacuo to give the title compound (51.1 g, 94%) as yellow oil; 1H NMR: (300 MHz, CDCl3) 1.75 (2H, m), 2.16 (2H, m), 2.49 (3H, s), 2.64 (2H, d), 3.10 (2H, d), 3.28 (2H, d), 3.66 (2H, s), 7.22-7.62 (5H, m).

Provenance & Evidence