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ChemicalBook CAS DataBase List 1-Boc-4-methoxypiperidine
188622-27-7

1-Boc-4-methoxypiperidine synthesis

10synthesis methods
-

Yield: 99%

Reaction Conditions:

with sodium hydride in DMF (N,N-dimethyl-formamide) for 0.5 h;

Steps:

49 Description 49 [0374] 1,1-Dimethylethyl 4-Methoxy-1-piperidinecarboxylate
Sodium hydride (60% dispersion in mineral oil, 2.98 g, 74.5 mmol) was added to a solution of 1,1-dimethylethyl 4-hydroxy-1-piperidinecarboxylate (5.0 g, 24.8 mmol) in dimethylformamide (30 mL) and the mixture was stirred for 5 minutes. Methyl iodide (4.64 mL, 74.5 mmol) was added and the mixture was stirred for 30 minutes. Water (50 mL) was added and the mixture was extracted with diethyl ether (2×50 mL). The combined organic fractions were washed with water (4×50 mL) and brine, dried (MgSO4) and the solvent was evaporated under reduced pressure to give the title compound (5.3 g, 99%) m/z (ES+) 216 (M+1).

References:

Castro Pineiro, Jose Luis;Dinnell, Kevin;Elliott, Jason Matthew;Hollingworth, Gregory John;Shaw, Duncan Edward;Swain, Christopher John US2003/236250, 2003, A1 Location in patent:Page 25

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