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

HRID 1257951ノート

反応式

HRID 1257951 の反応式
[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]

参加物

5

反応物 3

HCID 8200Tetraethylene GlycolHCID 8471TriethylamineHCID 28928tert-Butyldimethylsilyl chloride

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-4ae5757e001444ac823aa4bfccfb6f48
出典データセット
uspto-grants-2013_06
特許番号
US08465726B2

反応ノート

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