反应 #624815

ord-d6bcc96935a14d4ba6f7c1aa61bfe900

反应方程式

CCN(CCO)c1ccccc1
2-(ethyl(phenyl)amino)ethanol
O=C1C=C(S(=O)(=O)[O-])c2ccccc2C1=O.[Na+]
1,2-napthoquinone-4-sulfonic acid sodium salt
O
water
CCN(CCO)c1ccc(C2=CC(=O)C(=O)c3ccccc32)cc1
4-(4-(ethyl(2-hydroxyethyl)amino)phenyl)naphthalene-1,2-dione

溶剂

反应条件

温度
50°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度The mixture was then cooled
  2. 2
    其他the MeOH removed in vacuo
  3. 3
    过滤the resulting suspension filtered
  4. 4
    洗涤The precipitate was then washed with water and oven
  5. 5
    其他dried at 50° C.

实验过程

A suspension of 1,2-napthoquinone-4-sulfonic acid sodium salt (10.5 g, 40.35 mmol) in a 9:1 mixture of water:MeOH (250 ml) was treated in one portion with 2-(ethyl(phenyl)amino)ethanol (6.67 g, 40.35 mmol) and stirred at 50° C. for 18 hrs. The mixture was then cooled, the MeOH removed in vacuo and the resulting suspension filtered. The precipitate was then washed with water and oven dried at 50° C. to give the product, 4-(4-(ethyl(2-hydroxyethyl)amino)phenyl)naphthalene-1,2-dione, as a dark purple solid (6.8 g, 54%). Analysis of the product by 1H NMR gave a spectrum consistent with the structure.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08865029B2uspto-grants-2014_10