HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → (2-Cyclohexen-1-yloxy)(trimethyl)silane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Cyclohexene oxide | HCID 9246 | — |
| Reactant | Trimethylsilyl triflate | HCID 65367 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | (2-Cyclohexen-1-yloxy)(trimethyl)silane | HCID 521533 | 87% |
Reaction Steps
Into a solution of 2.26 g (0.0102 mole) of trimethylsilyl trifluoromethanesulfonate in 20 ml of benzene was added dropwise a mixed solution of 1.06 g (0.0107 mole) of 1,2-epoxycyclohexane and 2 ml of DBU in 5 ml of benzene at room temperature under an atmosphere of argon. After further agitation for 20 hours at room temperature, the reaction mixture was subjected to column chromatography with silica gel treated with ammonia as the adsorbent. Subsequent distillation of a chromatographic fraction gave 1.51 g of 3-trimethylsiloxycyclohexene boiling at 50° to 60° C. under a pressure of 50 mmHg. The yield was about 87% of the calculated value.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04281148 |
| Source dataset | uspto-grants-1981_07 |
| ORD ID | ord-56820b0074dd4bba966cf18f924b46b5 |
| Source note | uspto-grants-1981_07 |