HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2,6-Trimethylcyclohexanone → 2-Ethynyl-1,3,3-trimethylcyclohex-1-ene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2,6-Trimethylcyclohexanone | HCID 17000 | — |
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | Methyl-N-(triethylammoniumsulfonyl)carbamate | HCID 9566069 | — |
| Product | 2-Ethynyl-1,3,3-trimethylcyclohex-1-ene | HCID 13296912 | — |
Reaction Steps
The prerequisite 2-ethynyl-1,3,3-trimethyl-1-cyclohexene was synthesized according to standard procedures by addition of the Li-derivative of TMS-acetylene to 2,2,6-trimethylcyclohexanone, dehydration by treatment with Burgess-reagent (methoxy-carbonylsulfamoyl-triethylammonium hydroxide, inner salt), and finally desilyation with tetrabutylammonium fluoride. It has to be used immediately due to its instability.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05986131 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-18fd6c4baf294af594d496449e704a64 |
| Source note | uspto-grants-1999_11 |