HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → (5-Tert-butyl-2-methyl-phenylethynyl)trimethyl-silane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | Trifluoro-methanesulfonic acid 5-tert-butyl-2-methyl-phenyl ester | HCID 57424250 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | (5-Tert-butyl-2-methyl-phenylethynyl)trimethyl-silane | HCID 69070941 | 69.6% |
Reaction Steps
Following General Procedure D and using trifluoro-methanesulfonic acid 5-tert-butyl-2-methyl-phenyl ester (Intermediate 108, 0.28 g, 0.94 mmol), triethyl amine (3 mL), trimethylsilyl acetylene (1 mL, 7 mmol), N,N-dimethylformamide (6 mL) and dichlorobis(triphenylphosphine)palladium(11) (0.053 g, 0.076 mmol) followed by flash column chromatography over silica gel (230–400 mesh) using hexane as the eluent, the title compound (0.16 g, 69%) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07226951B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-60c973f483f84c59b579c0ad5b85ce9d |
| Source note | uspto-grants-2007_06 |