Imidazole → (E)-[3-(4-bromophenyl)-but-2-enyloxy]-tert-butyl-dimethylsilane

Reaction equation

[Br:1][C:2]1[CH:7]=[CH:6][C:5](/[C:8](/[CH3:12])=[CH:9]/[CH2:10][OH:11])=[CH:4][CH:3]=1.N1C=CN=C1.[C:18]([Si:22](Cl)([CH3:24])[CH3:23])([CH3:21])([CH3:20])[CH3:19]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5](/[C:8](/[CH3:12])=[CH:9]/[CH2:10][O:11][Si:22]([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:24])[CH3:23])=[CH:6][CH:7]=1

Participants

Reactant 3

HCID 795Imidazole

HCID 28928tert-Butyldimethylsilyl chloride

HCID 69361278(E)-3-(4-bromophenyl)but-2-en-1-ol

Product 1

HCID 69800601(E)-[3-(4-bromophenyl)-but-2-enyloxy]-tert-butyl-dimethylsilane

Procedure

The colourless oil, (E)-[3-(4-bromophenyl)-but-2-enyloxy]-tert-butyl-dimethylsilane was prepared from (E)-3-(4-bromophenyl)-but-2-en-1-ol (example 50b), imidazole and tert-butyl chlorodimethylsilane by a procedure analogous to that described in example 129b.

Sources & evidence

ORD record: ord-b96bf43e79a14016b62b300c499398bc
Source dataset: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06555577B1

Reaction notes

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