反应 #355783

ord-037be1b1b0ef41ba93b21ed6ef1338dd

反应方程式

CSc1ccc(C(=O)O)cc1
4-(methylthio)benzoic acid
CCN=C=NCCN(C)C.Cl
N-[2-(dimethylamino)ethyl]-N′-ethylcarbodiimide hydrochloride
C1COCCN1
morpholine
CSc1ccc(C(=O)N2CCOCC2)cc1
title compound
CSc1ccc(C(=O)N2CCOCC2)cc1
4-{[4-(methylthio)phenyl]carbonyl}morpholine

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    浓缩the reaction was concentrated in vacuo
  2. 2
    其他the residue partitioned between ethyl acetate (100 mL) and 2M hydrochloric acid (150 mL)
  3. 3
    其他The organic phase was separated
  4. 4
    洗涤washed with 1M aqueous sodium carbonate solution
  5. 5
    干燥dried over sodium sulfate
  6. 6
    过滤filtered
  7. 7
    浓缩concentrated in vacuo

实验过程

To a stirred solution of 4-(methylthio)benzoic acid (6.76 g, 40.2 mmol) and N-[2-(dimethylamino)ethyl]-N′-ethylcarbodiimide hydrochloride (9.24 g, 48.2 mmol) in THF (100 mL) was added morpholine (4.2 mL, 48.2 mmol). After stirring for 2 hours, the reaction was concentrated in vacuo and the residue partitioned between ethyl acetate (100 mL) and 2M hydrochloric acid (150 mL). The organic phase was separated, washed with 1M aqueous sodium carbonate solution, dried over sodium sulfate, filtered and concentrated in vacuo to give the title compound LC retention time 3.52 mins MS m/z 238 (MH+).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07446117B2uspto-grants-2008_11