HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → (-)-4-(Octyloxy)phenyl 4-(1-methoxyethyl)-benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Phenol, 4-(octyloxy)- | HCID 77412 | — |
| Reactant | (-)-4-(1-Methoxyethyl)benzoic acid | HCID 14473435 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (-)-4-(Octyloxy)phenyl 4-(1-methoxyethyl)-benzoate | HCID 14513154 | 98.5% |
Reaction Steps
An acid chloride prepared from 1.80 g (10 mmol) of (-)-4-(1-methoxyethyl)benzoic acid and oxalyl chloride was added to a solution comprising 2.66 g (12 mmol) of 4-(octyloxy)phenol, 10 g of pyridine and 30 g of toluene at room temperature. The mixed solution was stirred at the same temperature for one hour and then at 40° C. -50° C. for 2 hours. The resulting reaction mixture was treated and purified according to Example 1 to obtain 3.78 g (98.5% yield) of (-)-4-(octyloxy)phenyl 4-(1-methoxyethyl)-benzoate. [α]D20 =-57.7° (c=1, CHCl3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05013479 |
| Source dataset | uspto-grants-1991_05 |
| ORD ID | ord-37feb1625e1944d5bb9047138e8bf470 |
| Source note | uspto-grants-1991_05 |