HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopentanol → Ethyl 2-(cyclopentyloxy)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopentanol | HCID 7298 | — |
| Reactant | Ethyl diazoacetate | HCID 12192 | — |
| Catalyst | Acetic acid, rhodium salt (4:2) | HCID 423677 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | Ethyl 2-(cyclopentyloxy)acetate | HCID 43119653 | 67.1% |
Reaction Steps
To a solution of cyclopentanol (0.91 mL, 9.5 mmol) in dichloromethane (20 mL) is added rhodium (II) acetate dimer (10 mg) followed by ethyl diazoacetate (0.95 mL, 9.0 mmol). The reaction mixture is stirred at rt overnight. The reaction mixture is diluted with heptane, and filtered. The filtrate is evaporated, and the residue vacuum distilled at 150° C. to give 1.04 g of the product 444. 1H NMR (CDCl3) δ 4.21 (q, 2 H), 4.04 (s, 2 H), 1.85-1.45 (m, 8 H), 1.29 (t, 3 H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07741493B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-42c89541970c460c82e2aa4dc5db327e |
| Source note | uspto-grants-2010_06 |