反応 #1519086

ord-820c85fdc6bf44cfab18ac7c3f2fe069

反応方程式

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
収率 79.0%
CCOC(=O)CCCCCOCCOCCOCCOCCOCCOCCO
6{2-[2-(2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}-ethoxy)-ethoxy]-ethoxy}-hexanoic acid ethyl ester
収率 79.0%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    ろ過The reaction mixture was filtered through Celite 545
  2. 2
    その他to remove the catalyst
  3. 3
    濃縮the filtrate was concentrated in vacuo

実験手順

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).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07611864B2uspto-grants-2009_11