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

HRID 1257951노트

반응식

HRID 1257951 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-4ae5757e001444ac823aa4bfccfb6f48
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08465726B2

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