HuagongsheHuagongshe Chemistry Print Report · For research reference only
[(5-Bromothiophen-2-yl)methoxy](tert-butyl)dimethylsilane → 5-({[t-Butyl(dimethyl)silyl]oxy}methyl)thiophene-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | [(5-Bromothiophen-2-yl)methoxy](tert-butyl)dimethylsilane | HCID 14435323 | — |
| Reactant | HCID 178418260 | HCID 178418260 | — |
| Product | 5-({[t-Butyl(dimethyl)silyl]oxy}methyl)thiophene-2-carbonitrile | HCID 68522822 | — |
Reaction Steps
The crude product of the title compound was synthesized by conducting the similar reaction to that mentioned in Example 3 (3a) using [(5-bromo-2-thienyl)methoxy]t-butyldimethylsilane (2.4 g, 7.8 mmol) [reference literature: Tetrahedron, vol. 39, 2531 (1983)] and copper cyanide (1.3 g, 14 mmol). Subsequently, the crude product of the title compound thus obtained was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (1:50 to 1:7) as the eluent to afford the title compound (1.1 g) in a yield of 56% as a white crystalline solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07687491B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-01fb5a0dc34e4a60b6dc5787ba8bfeb7 |
| Source note | uspto-grants-2010_03 |