Sodium hydride → 5-(3-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole

HRID 7111

반응식

HRID 7111 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[NH:13][CH:12]=[N:11][CH:10]=2)[CH:6]=[CH:7][CH:8]=1.[H-].[Na+].[CH3:16][Si:17]([CH2:20][CH2:21][O:22][CH2:23]Cl)([CH3:19])[CH3:18]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[N:13]([CH2:23][O:22][CH2:21][CH2:20][Si:17]([CH3:19])([CH3:18])[CH3:16])[CH:12]=[N:11][CH:10]=2)[CH:6]=[CH:7][CH:8]=1

참가 물질

4

반응물 3

HCID 24758Sodium hydrideHCID 27242712-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 220186495-(3-Methoxyphenyl)-1H-imidazole

생성물 1

HCID 220185485-(3-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole수율 60%

실험 절차

Reaction of 5-(3-methoxy-phenyl)-1H-imidazole (500 mg, 2.87 mmol), NaH (60%, 112 mg, 2.79 mmol), and SEMCl (598 uL, 3.35 mmol) followed by column chromatography on silica gel (hexane/EtOAC 3:2) gave the title compound (505 mg, 60%) as a brown oil. 1H NMR (300 MHz, CDCl3) δ 0.00 (s, 9H), 0.93 (t, 2H, J=7.5 Hz), 3.52 (t, 2H, J=9.0 Hz), 3.87 (s, 3H), 5.30 (s, 2H), 6.80–6.83 (m, 1H), 7.26–7.39 (m, 3H), 7.40 (s, 1H), 7.63 (s, 1H).

출처 및 근거

ORD 기록
ord-dffa0c7add784dc6a1254a1423326e8a
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084155B2

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