HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → 4-Benzyloxy-2-chloro-benzoic acid 4-(4-pentyl-phenoxycarbonyl)-phenyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 4-(Benzyloxy)-2-chlorobenzoic acid | HCID 5097985 | — |
| Reactant | 4-Pentylphenyl 4-hydroxybenzoate | HCID 13660589 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Benzyloxy-2-chloro-benzoic acid 4-(4-pentyl-phenoxycarbonyl)-phenyl ester | HCID 68420660 | 93.1% |
Reaction Steps
1.84 g (7.0 mmol) of 4-benzyloxy-2-chloro-benzoic acid, 1.90 g (6.7 mmol) of 4-hydroxy-benzoic acid 4-pentyl-phenyl ester and 0.082 g (0.67 mmol) of 4-dimethylaminopyridine were dissolved in 50 mL of methylene chloride followed by the addition of 1.45 g (7.0 mmol) of dicyclohexylcarbodiimide while stirring in the presence of argon. After stirring for 8 hours in the presence of argon, the reaction mixture was filtered and the filtrate was concentrated. The residue was purified by silica gel column chromatography to obtain 3.3 g of a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07658979B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-592a9dcd06bb4e2fba91a1c215a09ca2 |
| Source note | uspto-grants-2010_02 |