HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoic Acid → 1-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)cyclopropyl benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoic Acid | HCID 243 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)cyclopropanol | HCID 66669753 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)cyclopropyl benzoate | HCID 66669936 | 60% |
Reaction Steps
To a mixture of 1-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)cyclopropanol (730 mg, 4.05 mmol) and benzoic acid (590 mg, 4.86 mmol) in 30 mL of CH2Cl2 was added DMAP (98.8 mg, 0.81 mmol, Shanghai Haiqu chemical Ltd.) and EDCI (1.16 g, 6.08 mmol, Shanghai Haiqu chemical Ltd.) at rt. The reaction mixture was stirred at rt overnight, then concentrated and purified by a silica gel column chromatography (20:1 (v/v) petroleum ether/EtOAc)) to afford the title compound as colorless oil (690 mg, 60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08232294B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-9e12b11de6b646dc9c189045eda890f5 |
| Source note | uspto-grants-2012_07 |