Trimethoxyphenylsilane → HCID 44543017, compound

HRID 2421442Notes

Reaction equation

[O:1]([C:8]1[CH:13]=[CH:12][C:11]([Mg]Br)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:16]1([Si:22](OC)([O:25][CH3:26])[O:23][CH3:24])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[O:1]([C:8]1[CH:13]=[CH:12][C:11]([Si:22]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)([O:25][CH3:26])[O:23][CH3:24])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 18137Trimethoxyphenylsilane

HCID 178419636HCID 178419636, compound

Product 1

HCID 44543017HCID 44543017, compound

Procedure

Another suitable approach to making the (thio)phenoxyphenyl phenyl silane of the present invention is the sequential formation of a Grignard reagent [a (thio)phenoxyphenyl magnesium halide] followed by introduction of a phenyl trialkoxy silane. A reaction scheme illustrative of this approach follows in which p-phenoxyphenyl bromide is reacted with magnesium metal to form p-phenoxyphenyl magnesium bromide. The p-phenoxyphenyl magnesium bromide intermediate is then reacted with phenyl trimethoxy silane to produce p-phenoxyphenyl phenyl dimethoxy silane. Typically, this Grignard approach is carried out in an anhydrous ether solvent such as tetrahydrofuran (“THF”) or diethyl ether.

Sources & evidence

ORD record: ord-1ebc2da207e54874a5228d099e1dd0e0
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07956125B2

Reaction notes

Loading…