Реакция #1244252

ord-bc1182f303b44d2eb06e98753e7b1824

Уравнение реакции

CCN(CC)CC
triethyl amine
OCCOCCOCCOCCO
Tetraethylene glycol
CC(C)(C)[Si](C)(C)Cl
TBDMSCl
CC(C)(C)[Si](C)(C)OCCOCCOCCOCCO
5c
Выход 42.0%
CC(C)(C)[Si](C)(C)OCCOCCOCCOCCO
2-(2-{2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethoxy]-ethoxy}-ethoxy)-ethanol
Выход 42.0%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеAfter standard workup with dichloromethane, the residue was purified by silica gel column chromatography (50% ethyl acetate in hexane)

Методика

Tetraethylene glycol, 4c (1.12 g, 5.77 mmol) and TBDMSCl (0.87 g, 5.77 mmol) were dissolved in dichloromethane (25 ml) followed by triethyl amine (1.46 g, 14.4 mmol). The solution was stirred at room temperature for 2 hours. After standard workup with dichloromethane, the residue was purified by silica gel column chromatography (50% ethyl acetate in hexane) to afford 5c (744 mg, 42%): 1H NMR δ 3.66 (m, 16H), 2.51 (t, 1H, J=5.86 Hz), 0.89 (s, 9H), 0.07 (s, 6H).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07807135B2uspto-grants-2010_10