Реакция #43797

Уравнение реакции

tert-butyl 4-(hydroxymethyl)piperidine-1-carboxylate

Et3N

EtOAc

MeSO2Cl

→

product

Выход 98.9%

tert-Butyl 4-((methylsulfonyloxy)methyl)piperidine-1-carboxylate

Выход 98.9%

Растворители

THF

water

Условия реакции

Обработка

1. 1
   Другоеthe EtOAc layer was separated
2. 2
   Промывкаwashed with 1N HCl (30 mL)
3. 3
   Сушкаdried over MgSO4
4. 4
   Концентрированиеconcentrated in vacuo

Методика

To a mixture of tert-butyl 4-(hydroxymethyl)piperidine-1-carboxylate (Aldrich) (4.30 g, 20 mmol) and Et3N (5 mL) in THF (60 mL) at 0° C. was added MeSO2Cl (1.6 mL) dropwise with stirring. After 2.5 h EtOAc (160 mL) and water (50 mL) were added to the reaction mixture, the EtOAc layer was separated, washed with 1N HCl (30 mL), dried over MgSO4, concentrated in vacuo to obtain the product (5.8 g, 98.9%) as a low melting white solid. This material was used directly for the next step without any further purification. 1H NMR (CDCl3) δ 4.20 (m, 2H), 4.04 (d, 2H, J=6.1 Hz), 2.99 (s, 3H), 2.68 (m, 2H), 2.01-1.70 (m, 3H), 1.43 (s, 9H), 1.20 (m, 2H).

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