HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorotrimethylsilane → (2E)-2-(((tert-butyl(dimethyl)silyl)oxy)methylene)-4,4-dimethylcyclohexanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Triisopropylsilyl chloride | HCID 139400 | — |
| Reactant | (2E)-2-(hydroxymethylene)-4,4-dimethylcyclohexanone | HCID 12173050 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | (2E)-2-(((tert-butyl(dimethyl)silyl)oxy)methylene)-4,4-dimethylcyclohexanone | HCID 44594327 | — |
| Product | (2E)-4,4-dimethyl-2-(((triisopropylsilyl)oxy)methylene)cyclohexanone | HCID 44594328 | — |
| Product | (2E)-4,4-dimethyl-2-(((trimethylsilyl)oxy)methylene)cyclohexanone | HCID 44594329 | — |
Reaction Steps
reacting the (2E)-2-(hydroxymethylene)-4,4-dimethylcyclohexanone, triethylamine and trimethylchlorosilane, tert-butylchlorodimethylsilane, or triisopropylchlorosilane at about −10° C. to about 0° C. to provide (2E)-4,4-dimethyl-2-(((triisopropylsilyl)oxy)methylene)cyclohexanone, (2E)-4,4-dimethyl-2-(((trimethylsilyl)oxy)methylene)cyclohexanone, or (2E)-2-(((tert-butyl(dimethyl)silyl)oxy)methylene)-4,4-dimethylcyclohexanone and isolating or not isolating the (2E)-4,4-dimethyl-2-(((triisopropylsilyl)oxy)methylene)cyclohexanone, (2E)-4,4-dimethyl-2-(((trimethylsilyl)oxy)methylene)cyclohexanone, or (2E)-2-(((tert-butyl(dimethyl)silyl)oxy)methylene)-4,4-dimethylcyclohexanone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08168784B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-e8020bd331454d769b5f1051c6ec8655 |
| Source note | uspto-grants-2012_05 |