HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl diazoacetate → HCID 68570639, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl diazoacetate | HCID 12192 | — |
| Reactant | 1,3-Dioxan-5-ol | HCID 78475 | — |
| Catalyst | Acetic acid, rhodium salt (4:2) | HCID 423677 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | HCID 68570639 | HCID 68570639 | 41.3% |
Reaction Steps
To a solution of 1,3-dioxan-5-ol (1.04 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 4 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 (1:4) gives 0.65 g of the product 454. 1H NMR (CDCl3) δ 5.04 (s, 1 H), 4.89 (s, 1 H), 4.25-4.20 (m, 5 H), 3.98 (dd, 1 H), 3.78 (dd, 1 H), 3.65 (d, 1 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-3dbcccf8f6654a128697d0418327eed1 |
| Source note | uspto-grants-2010_06 |