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Imidazole → 3,5-Dimethoxybenzyl tert-butyldiphenylsilyl ether

HRID 24705
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HRID 24705 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:11][CH3:12])[CH:10]=1)[CH2:6][OH:7].[Si:13](Cl)([C:26]([CH3:29])([CH3:28])[CH3:27])([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.N1C=CN=C1>>[CH3:12][O:11][C:9]1[CH:8]=[C:5]([CH2:6][O:7][Si:13]([C:26]([CH3:29])([CH3:28])[CH3:27])([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:4]=[C:3]([O:2][CH3:1])[CH:10]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 795ImidazoleHCID 697183,5-Dimethoxybenzyl alcoholHCID 94078tert-Butyldiphenylchlorosilane

생성물 1

HCID 225718833,5-Dimethoxybenzyl tert-butyldiphenylsilyl ether수율 87.9%

실험 절차

A mixture of 3,5-dimethoxybenzyl alcohol (4.0 g), t-butyl-diphenylsilyl chloride (6.54 g) and imidazole (3.28 g) in DML (60 mL) was stirred at room temperature for 24 h. DMF was evaporated and the residue was purified by column chromatography (silica gel; eluent: hexane to hexane/EtOAc 20%) to yield 8.5 g of 3,5-dimethoxy-1-[(t-butyldiphenylsilyloxy)methyl]benzene. ESMS: m/z 407 (MH+).

후처리

  • customDMF was evaporated
  • customthe residue was purified by column chromatography (silica gel; eluent: hexane to hexane/EtOAc 20%)
  • 출처 및 근거

    ORD 기록
    ord-4b8ebf0f858447abb7f17f0abe7bc319
    출처 데이터셋
    uspto-grants-2005_02
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US06855843B2

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