反应 #2307974

ord-61f461a9220641e7a5da668761446396

反应方程式

CCOC(=O)CCCCCOCCOCCOCCOCCOCCOCCOCc1ccccc1
benzyl ether
CCOC(=O)CCCCCOCCOCCOCCOCCOCCOCCOCc1ccccc1
6-{2-[2-(2-{2-[2-(2-Benzyloxyethoxy)ethoxy]ethoxy}-ethoxy)-ethoxy]-ethoxy}-hexanoic acid ethyl ester
CCOC(=O)CCCCCOCCOCCOCCOCCOCCOCCO
compound 4
收率 79.0%
CCOC(=O)CCCCCOCCOCCOCCOCCOCCOCCO
6-{2-[2-(2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}-ethoxy)-ethoxy]-ethoxy}-hexanoic acid ethyl ester
收率 79.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    过滤The reaction mixture was filtered through Celite 545
  2. 2
    其他to remove the catalyst
  3. 3
    浓缩the filtrate was concentrated in vacuo

实验过程

Substantially monodispersed benzyl ether 3 (1.03 g, 2.0 mmol) was dissolved in 25 ml ethanol. To this solution was added 270 mg 10% Pd/C, and the mixture was placed under a hydrogen atmosphere and stirred for four hours, at which time TLC showed the complete disappearance of the starting material. The reaction mixture was filtered through Celite 545 to remove the catalyst, and the filtrate was concentrated in vacuo to yield the monodispersed compound 4 as a clear oil (0.67 g, 79%). FAB MS: m/e 425 (M+H), 447 (M+Na).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07368260B2uspto-grants-2008_05