HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Bromodecane → 3-(Decyloxy)-5-hydroxybenzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Bromodecane | HCID 8173 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 3,5-Dihydroxybenzoate | HCID 75076 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(Decyloxy)-5-hydroxybenzoic acid methyl ester | HCID 53868318 | 39.4% |
Reaction Steps
A mixture of 10.0 g (0.06 mol) of 3,5-dihydroxybenzoic acid methyl ester, 12.3 ml (0.06 mol) of 1-bromodecane and 8.2 g (0.06 mol) of potassium carbonate in 200 ml of acetone and 20 ml of DMF was stirred at reflux under argon for 24 hours. After the usual workup, purification by HPLC using 15% ethyl acetate-hexane gave 7.3 g (34% yield, mp 92°-94°) of 3-(decyloxy)-5-hydroxybenzoic acid methyl ester. The nmr spectra was consistent with the structure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05374772 |
| Source dataset | uspto-grants-1994_12 |
| ORD ID | ord-3e98164e59d3425f8544428daab97d66 |
| Source note | uspto-grants-1994_12 |