HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl diazoacetate → HCID 45098996, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl diazoacetate | HCID 12192 | — |
| Reactant | 1-Cyclopentylethanol | HCID 95434 | — |
| Catalyst | Acetic acid, rhodium salt (4:2) | HCID 423677 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | HCID 45098996 | HCID 45098996 | 44.8% |
Reaction Steps
To a solution of 1-cyclopentylethan-1-ol (1.14 g, 10.0 mmol) in dichloromethane (20 mL) is added rhodium (II) acetate dimer (10 mg) followed by ethyl diazoacetate (0.95 mL, 9.03 mmol). The reaction mixture is stirred at rt for 0.5 h. The reaction mixture is diluted with heptane, and filtered. The filtrate is evaporated, and the residue is purified by chromatography on silica gel; elution with EtOAc:heptane (1:9) gives 0.81 g of the product 452. 1H NMR (CDCl3) δ 4.30-4.15 (m, 2 H), 4.09 (d, 2 H), 3.25-3.15 (m, 1 H), 2.00-1.78 (m, 2 H), 1.75-1.35 (m, 6 H), 1.29 (t, 3 H), 1.15 (d, 3 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07741493B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-4fff985c247c489884ef37c5ad713465 |
| Source note | uspto-grants-2010_06 |