Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Chlorotriethylsilane | HCID 13819 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 89177694 | HCID 89177694 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 89154806 | HCID 89154806 | 87% |
Reaction Steps
Imidazole (136 mg, 2.0 mmol), triethylsilyl chloride (0.25 mL, 3.0 mmol) and N,N-dimethylformamide (2.50 mL) were added at 0° C. to 4,4′-((1E,1′E)-1,4-phenylenebis(ethen-2,1-diyl)bis(4,1-phenylene))bis(3-(4-bromobenzyl)-2-methylbutan-2-ol) (396 mg, 0.50 mmol). Following stirring of the resulting mixed liquid at room temperature for 12 hours, a saturated aqueous solution of ammonium chloride was added to halt the reaction. The organic layer was separated from the mixed liquid, and the water layer was extracted with ether. The resulting organic layer was washed with water, dried using anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane), yielding the title compound (10b) (444 mg, 0.43 mmol) as a yellow viscous solid in a yield of 87%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09051246B2 |
|---|
| Source dataset | uspto-grants-2015_06 |
|---|
| ORD ID | ord-33c8945aecd349efa79f77c134f6395c |
|---|
| Source note | uspto-grants-2015_06 |
|---|