盐酸 → 2-Methoxybenzyl 3-[[N-(3,4-Dimethoxyphenethyl)]amino]-2-hydroxypropionate

HRID 1995682笔记

反应方程式

HRID 1995682 反应方程式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:15]=[CH:16][C:17]=1[O:18][CH3:19])[CH2:6][CH2:7][NH:8][CH2:9][CH:10]([OH:14])[C:11]([OH:13])=[O:12].[CH3:20][O:21][C:22]1[CH:29]=[CH:28][CH:27]=[CH:26][C:23]=1[CH2:24]O.Cl>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:15]=[CH:16][C:17]=1[O:18][CH3:19])[CH2:6][CH2:7][NH:8][CH2:9][CH:10]([OH:14])[C:11]([O:13][CH2:24][C:23]1[CH:26]=[CH:27][CH:28]=[CH:29][C:22]=1[O:21][CH3:20])=[O:12]

参与物

5

反应物 3

HCID 313盐酸HCID 691542-甲氧基苯甲醇HCID 132310073-(3,4-Dimethoxyphenethyl)amino-2-hydroxypropionic acid

产物 1

HCID 202406622-Methoxybenzyl 3-[[N-(3,4-Dimethoxyphenethyl)]amino]-2-hydroxypropionate收率 23%

试剂、催化剂与溶剂 1

HCID 241Benzene溶剂

实验过程

To 3 g of the 3-(3,4-dimethoxyphenethyl)amino-2-hydroxypropionic acid prepared in Example I was added 200 ml of benzene and 20 ml of 2-methoxybenzyl alcohol. About 0.5 ml of concentrated HCl was added to catalyze the reaction. The reaction mixture was heated to reflux for 6 hours and the water was collected by a moisture trap. The reaction mixture was extracted with 200 ml of 0.5% HCl in water. The aqueous layer was basified with NaHCO3 and extracted with CHCl3. Evaporation of the CHCl3 gave an oily residue which after chromotography on a column (silica gel/Et2O:EtOH=5:1) gave 1 g (23%) of white solid: m.p. 79.5°-82.5° C. The NMR, IR and mass spectra were consistent with the assigned structure and the elemental analysis was consistent with the empirical formula C21H27O6N.

后处理

  1. customthe reaction
  2. temperatureThe reaction mixture was heated
  3. temperatureto reflux for 6 hours
  4. customthe water was collected by a moisture trap
  5. extractionThe reaction mixture was extracted with 200 ml of 0.5% HCl in water
  6. extractionextracted with CHCl3
  7. customEvaporation of the CHCl3
  8. customgave an oily residue which after chromotography on a column (silica gel/Et2O:EtOH=5:1)

来源与证据

ORD记录
ord-8995b115f1bd4d3d8914d2d7646323c4
来源数据集
uspto-grants-1983_09
专利号
US04405642

反应笔记

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