HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl diazoacetate → (3-Ethoxy-1-ethylpropoxy)acetic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl diazoacetate | HCID 12192 | — |
| Reactant | 1-Ethoxy-3-pentanol | HCID 294551 | — |
| Catalyst | Acetic acid, rhodium salt (4:2) | HCID 423677 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | (3-Ethoxy-1-ethylpropoxy)acetic acid ethyl ester | HCID 86023772 | 31.8% |
Reaction Steps
To a solution of 1-ethoxy-3-pentanol (1.32 g, 10.0 mmol) in dichloromethane (20 mL) is added rhodium (II) acetate dimer (10 mg) followed by ethyl diazoacetate (1.0 mL, 9.5 mmol). The reaction mixture is stirred at rt for 2 h. The reaction mixture is diluted with heptane, filtered through celite, and the filtrate is evaporated. The residue is purified by chromatography on silica gel; elution with EtOAc:heptane (1:3) gives 660 mg the product 487.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07326792B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-8e60f2ff345c42eb895578461805f2d3 |
| Source note | uspto-grants-2008_02 |