HuagongsheHuagongshe Chemistry Print Report · For research reference only
Myristyl bromide → 4-Methoxy-3-(tetradecyloxy)benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Myristyl bromide | HCID 8208 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 3-hydroxy-4-methoxybenzoate | HCID 4056967 | — |
| Catalyst | Sodium Iodide | HCID 5238 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | 4-Methoxy-3-(tetradecyloxy)benzoic acid methyl ester | HCID 53639315 | 71% |
Reaction Steps
A mixture of 45 g of product from Example 40, 51.2 g of finely powdered potassium carbonate, 72 g of 1-bromotetradecane, 1.9 g of sodium iodide and 500 ml of 2-butanone is heated at reflux temperature for 18 hours under an atmosphere of argon. The reaction is cooled and filtered. The filtrate is concentrated in vacuo and the residue is dissolved in chloroform. The organic layer is washed with 1N sodium hydroxide and saturated sodium chloride, dried and concentrated in vacuo. The residue is recrystallized from hexane to give 66.4 g of the desired product as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05208247 |
| Source dataset | uspto-grants-1993_05 |
| ORD ID | ord-a08e7576ffcc42b8ba5150c6dd881dbe |
| Source note | uspto-grants-1993_05 |