反応 #2122525

ord-81047ea442cb4937a7913a6ee4f110e1

反応方程式

O=C(O)Cc1ccccc1CCl
2-(2-(chloromethyl)phenyl)acetic acid
C1COCCN1
morpholine
O=C(O)Cc1ccccc1CN1CCOCC1
2-(2-(Morpholinomethyl)phenyl)acetic acid
収率 87.4%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出extracted with H2O (2×)
  2. 2
    その他the residue was purified by silica gel chromatography (Biotage/0-10% methanol-CH2Cl2)

実験手順

To a suspension of 2-(2-(chloromethyl)phenyl)acetic acid (2.00 g, 10.8 mmol) in THF (20 mL) was added morpholine (1.89 g, 21.7 mmol) and the solution was stirred at room temperature for 3 hours. The reaction mixture was then diluted with ethyl acetate and extracted with H2O (2×). The aqueous phase was lyophilized and the residue was purified by silica gel chromatography (Biotage/0-10% methanol-CH2Cl2) to give the title compound 2-(2-(Morpholinomethyl)phenyl)acetic acid as a colorless solid (2.22 g, 87%). 1HNMR (400 MHz, CD3OD) δ 7.37-7.44 (m, 3H), 7.29-7.33 (m, 1H), 4.24 (s, 2H), 3.83 (br s, 4H), 3.68 (s, 2H), 3.14 (br s, 4H). LCMS: Anal. Calcd. for C13H17NO3: 235; found: 236 (M+H)+.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08574563B2uspto-grants-2013_11