Tetraethylene Glycol → 13,13,14,14-Tetramethyl-3,6,9,12-tetraoxa-13-silapentadecan-1-ol

HRID 2265765노트

반응식

HRID 2265765 반응식
[CH2:1]([OH:13])[CH2:2][O:3][CH2:4][CH2:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][OH:12].[CH3:14][C:15]([Si:18](Cl)([CH3:20])[CH3:19])([CH3:17])[CH3:16].C(N(CC)CC)C>ClCCl>[C:15]([Si:18]([CH3:20])([CH3:19])[O:12][CH2:11][CH2:10][O:9][CH2:8][CH2:7][O:6][CH2:5][CH2:4][O:3][CH2:2][CH2:1][OH:13])([CH3:17])([CH3:16])[CH3:14]

참가 물질

5

반응물 3

HCID 8200Tetraethylene GlycolHCID 8471TriethylamineHCID 28928tert-Butyldimethylsilyl chloride

생성물 1

HCID 1482766913,13,14,14-Tetramethyl-3,6,9,12-tetraoxa-13-silapentadecan-1-ol수율 42%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-e98cc473303c459c99fcadb1237b3603
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07858072B2

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