HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexanol → Ethyl (cyclohexyloxy)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexanol | HCID 7966 | — |
| Reactant | Ethyl diazoacetate | HCID 12192 | — |
| Catalyst | Acetic acid, rhodium salt (4:2) | HCID 423677 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl (cyclohexyloxy)acetate | HCID 93856 | 887.3% |
Reaction Steps
To a solution of cyclohexanol (1.0 g, 0.95 mmol) in dichloromethane (30 mL) is added rhodium (II) acetate dimer (44 mg) followed by ethyl diazoacetate (1.14 g, 10.0 mmol). The reaction mixture is stirred at RT for 20 min. The reaction mixture is diluted with Et2O, filtered through Celite, and the filtrate is evaporated and the residue is vacuum distilled at 150° C. to give 1.57 g of the product 407. 1H NMR (CDCl3) δ 4.23 (q, 2H), 4.10 (s, 2H), 3.33 (m, 1H), 1.93 (m, 2H), 1.74 (m, 2H), 1.54 (m, 1H), 1.4-1.1 (m, 8H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07741493B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-1a5b12cd52534597acd79291a1c1607a |
| Source note | uspto-grants-2010_06 |