反応 #61975

ord-30552338e6264365b23655f40314d983

反応方程式

O=C([O-])O.[Na+]
sodium bicarbonate
O=Cc1ccc(O)cc1
4-hydroxybenzaldehyde
C1CCNCC1
piperidine
CC(=O)O[BH-](OC(C)=O)OC(C)=O.[Na+]
sodium triacetoxyborohydride
Oc1ccc(CN2CCCCC2)cc1
title compound
Oc1ccc(CN2CCCCC2)cc1
4-Piperidin-1-ylmethyl-phenol

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出extracted with DCM (5×100 mL)
  2. 2
    乾燥The combined organic phases were dried (magnesium sulfate)
  3. 3
    その他evaporated

実験手順

A solution of 4-hydroxybenzaldehyde (10 g), piperidine (8.9 mL), and acetic acid (4.7 mL) in DCE (200 mL) was treated with sodium triacetoxyborohydride (24 g). After 16 h, the resulting mixture was treated with saturated aqueous sodium bicarbonate (100 mL) and extracted with DCM (5×100 mL). The combined organic phases were dried (magnesium sulfate) and evaporated. Trituration of the residue with ethyl acetate gave the title compound as a white crystalline solid (5.5 g).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07429586B2uspto-grants-2008_09