HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl bromoacetate → 6-(Carbethoxymethyl)-3-phenyl-2-cyclohexen-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | 2-Cyclohexen-1-one, 3-phenyl- | HCID 82567 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | 6-(Carbethoxymethyl)-3-methyl-2-cyclohexen-1-one | HCID 21671608 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-(Carbethoxymethyl)-3-phenyl-2-cyclohexen-1-one | HCID 21671610 | 87% |
Reaction Steps
The reaction of 3-phenyl-2-cyclohexen-1-one (3.0 g, 17.4 mmoles) in 10 ml of THF with lithium diisopropylamide (19.2 mmoles) followed by ethyl bromoacetate (3.5 g, 20.9 mmoles) in 10 ml of THF, at -78° C. under argon, was conducted in a similar manner to the synthesis of 6-(carbethoxymethyl)-3-methyl-2-cyclohexen-1-one described in Example II. A yield of 3.90 g (87%) of 6-(carbethoxymethyl)-3-phenyl-2-cyclohexen-1-one was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05114493 |
| Source dataset | uspto-grants-1992_05 |
| ORD ID | ord-ab8f63a2d3cd4cc79025dd91996c8721 |
| Source note | uspto-grants-1992_05 |