HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Oxalate → Ethyl 2-oxo-2-(10-oxotricyclo[6.2.2.02,7]dodeca-2,4,6-trien-9-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Oxalate | HCID 7268 | — |
| Reactant | Hexamethyldisilazane | HCID 13838 | — |
| Reactant | 1,4-Ethanonaphthalen-2(1H)-one, 3,4-dihydro- | HCID 582596 | — |
| Reactant | 10-(2,4-Dichlorophenyl)-10,11-diazatetracyclo[6.5.2.02,7.09,13]pentadeca-2,4,6,9(13),11-pentaene-12-carboxylic acid | HCID 86623337 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Product | Ethyl 2-oxo-2-(10-oxotricyclo[6.2.2.02,7]dodeca-2,4,6-trien-9-yl)acetate | HCID 67029310 | — |
Reaction Steps
The title product was prepared by a procedure similar to that described for step 1 of intermediate 1. From tricyclo[6.2.2.02,7]dodeca-2,4,6-trien-9-one [prepared by one of the methods available in the art of organic synthesis, e.g., as described in Hales et. al. Tetrahedron, 1995, 51, 7777-7790] (2.5 g, 14.53 mmol), hexamethyldisilazane (4.9 ml, 23.2 mmol), 2.34M n-BuLi (10 ml, 23.4 mmol) and diethyl oxalate (3.18 ml, 21.18 mmol) the desired product was obtained (2.3 g, 63%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420689B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-51c3c5e8720f485f9bc2c50725805891 |
| Source note | uspto-grants-2013_04 |