HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Dibromopropane → 3-(3-Bromopropoxy)-5-(octadecyloxy)benzoic acid phenylmethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Dibromopropane | HCID 8001 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Hydroxy-5-(octadecyloxy)benzoic acid phenylmethyl ester | HCID 15233476 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(3-Bromopropoxy)-5-(octadecyloxy)benzoic acid phenylmethyl ester | HCID 53919084 | 79.5% |
Reaction Steps
A mixture of 5.0 g (0.01 mol) of 3-hydroxy-5-(octadecyloxy)benzoic acid phenylmethyl ester, 10.2 ml (0.1 mol) of 1,3-dibromopropane and 7.0 g (0.05 mol) of potassium carbonate in 75 ml of acetone and 15 ml of DMF was stirred at reflux for 22 hours. The reaction mixture was filtered and the filtrate was concentrated at reduced pressure to an oil. Purification by HPLC using 5% ethyl acetate-hexane gave 4.91 g (79% yield, mp 57°-58°) of 3-(3-bromopropoxy)-5-(octadecyloxy)benzoic acid phenylmethyl ester. The structure was confirmed by the nmr spectrum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05324747 |
| Source dataset | uspto-grants-1994_06 |
| ORD ID | ord-947be0c952854c3bb69271e86e9e1b88 |
| Source note | uspto-grants-1994_06 |