反応 #41829

反応方程式

NaBH(OAc)3

hydroxy-[4-(4-isopropyl-piperazine-1-carbonyl)-phenyl]-methanesulfonic acid sodium salt

piperidine

→

title compound

(4-Isopropyl-piperazin-1-yl)-(4-piperidin-1-ylmethyl-phenyl)-methanone

溶媒

dichloroethane

反応条件

後処理

1. 1
   workup.STIRRINGthe resulting suspension was stirred at room temperature for 5 h
2. 2
   workup.ADDITIONDiatomaceous earth (5.4 g) was added
3. 3
   workup.STIRRINGthe suspension was stirred for an additional 30 min
4. 4
   ろ過The reaction mixture was filtered through a pad of diatomaceous earth
5. 5
   洗浄rinsing with dichloroethane (2×100 mL)
6. 6
   洗浄The filtrate was washed with 1 N NaOH (2×200 mL)
7. 7
   抽出back-extracted with dichloroethane (2×100 mL)
8. 8
   乾燥dried (Na2SO4)
9. 9
   濃縮concentrated

実験手順

A mixture of hydroxy-[4-(4-isopropyl-piperazine-1-carbonyl)-phenyl]-methanesulfonic acid sodium salt (54.6 g, 0.150 mol), piperidine (28.0 g, 0.330 mol), and Montmorillonite-K10 (10.9 g, 20% by wt. relative to starting material) in dichloroethane (820 mL) was stirred at room temperature for 16 h. NaBH(OAc)3 (44.5 g, 210.0 mmol) was added in portions over 1 h, and the resulting suspension was stirred at room temperature for 5 h. Diatomaceous earth (5.4 g) was added and the suspension was stirred for an additional 30 min. The reaction mixture was filtered through a pad of diatomaceous earth, rinsing with dichloroethane (2×100 mL). The filtrate was washed with 1 N NaOH (2×200 mL). The aqueous layers were combined and back-extracted with dichloroethane (2×100 mL). The organic layers were combined, dried (Na2SO4), and concentrated to yield the title compound as its corresponding free base, as a pale yellow oil.

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