HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl diazoacetate → HCID 86720189, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl diazoacetate | HCID 12192 | — |
| Reactant | HCID 14890212 | HCID 14890212 | — |
| Catalyst | Dirhodium tetraacetate | HCID 152122 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86720189 | HCID 86720189 | — |
Reaction Steps
A solution of ethyl diazoacetate (0.266 mL, 2.179 mmol) in dichloromethane (6 mL) was added over 6 hours via syringe pump to a solution of 1-(cyclopent-3-en-1-yl)ethanone (200 mg, 1.816 mmol) and rhodium(II) acetate dimer (16.1 mg, 0.036 mmol) in dichloromethane (6 mL). After an additional 11 hours, the reaction mixture was concentrated under reduced pressure. The residue was purified by chromatography on silica gel (10-30% ethyl acetate/hexanes) to afford ethyl 3-acetylbicyclo[3.1.0]hexane-6-carboxylate. MS ESI calc'd. for C11H17O3 [M+H]+ 197. found 197.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290490B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-ab597d2c11a440148ac971d2a3f2a84b |
| Source note | uspto-grants-2016_03 |