碘化钠 → HCID 19772580，化合物

HRID 344684笔记

反应方程式

HRID 344684 反应方程式
[CH3:1][O:2][C:3]([C:5]1([N:11]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:12](=[O:15])[CH2:13][CH3:14])[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)=[O:4].Br[CH2:23][CH2:24][OH:25].C(=O)([O-])[O-].[Na+].[Na+].[I-].[Na+]>C(#N)C>[OH:25][CH2:24][CH2:23][N:8]1[CH2:9][CH2:10][C:5]([C:3]([O:2][CH3:1])=[O:4])([N:11]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:12](=[O:15])[CH2:13][CH3:14])[CH2:6][CH2:7]1

参与物

6

反应物 4

HCID 5238碘化钠HCID 10340Carbonic acid sodium salt (1:2)HCID 108982-溴乙醇HCID 27244314-(苯基丙酰氨基)哌啶-4-羧酸甲酯

产物 1

HCID 19772580HCID 19772580，化合物收率 96.9%

试剂、催化剂与溶剂 1

HCID 6342乙腈溶剂

实验过程

A mixture of 4-methoxycarbonyl-4-(N'-phenylpropionamido)piperidine (7.34 g, 25 mmol), 2-bromoethanol (3.96 g, 32 mmol), sodium carbonate (20.0 g, 189 mmol), and sodium iodide (1.0 g) in acetonitrile (200ml) was heated to reflux for three days. The reaction mixture was cooled and filtered. The filtrate was concentrated under vacuum yielding an oily residue. The residue was chromatographed on silica gel (250 g; ethyl acetate/hexane; 1:4) to yield 1-(2-hydroxyethyl)-4-methoxycarbonyl-4-(N'-phenylpropionamido)piperidine (8.1 g, 96%) as an oil.

后处理

  1. temperaturewas heated
  2. temperatureto reflux for three days
  3. temperatureThe reaction mixture was cooled
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under vacuum
  6. customyielding an oily residue
  7. customThe residue was chromatographed on silica gel (250 g; ethyl acetate/hexane; 1:4)

来源与证据

ORD记录
ord-0a1d0857030e4e41999a13bd5ef55443
来源数据集
uspto-grants-1991_10
专利号
US05053411

反应笔记

加载中…