تفاعل #1244252

ord-bc1182f303b44d2eb06e98753e7b1824

معادلة التفاعل

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

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07807135B2uspto-grants-2010_10