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Imidazole → [(3-Bromo-3-buten-1-yl)oxy](1,1-dimethylethyl)diphenylsilane

HRID 639843
Notes
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Reaction equation

HRID 639843 reaction equation
[Br:1][C:2](=[CH2:6])[CH2:3][CH2:4][OH:5].Cl[Si:8]([C:21]([CH3:24])([CH3:23])[CH3:22])([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.N1C=CN=C1>CN(C)C1C=CN=CC=1>[Br:1][C:2](=[CH2:6])[CH2:3][CH2:4][O:5][Si:8]([C:21]([CH3:24])([CH3:23])[CH3:22])([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 795ImidazoleHCID 94078tert-ButyldiphenylchlorosilaneHCID 5339753-Bromo-3-buten-1-ol

Product 1

HCID 11784074[(3-Bromo-3-buten-1-yl)oxy](1,1-dimethylethyl)diphenylsilane

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

The title compound was prepared in 8.7 g yield as a colourless oil, following an analogous procedure to that reported in WO2005058884, starting from 3-bromo-3-buten-1-ol (4 g), chloro(1,1-dimethylethyl)diphenylsilane (8.27 ml), imidazole (2.34 g) and N,N-dimethyl-4-pyridineamine (0.025 g).

Workup

  1. customyield as a colourless oil

Sources & evidence

ORD record
ord-c804fc82019244ec96cd507ab87da29e
Source dataset
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07691893B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes