HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-(2-Phenoxy-ethoxy)-naphthalene-2-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Benzene, (2-bromoethoxy)- | HCID 68526 | — |
| Reactant | 2-Naphthalenecarboxylic acid, 1-hydroxy-, methyl ester | HCID 70358 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(2-Phenoxy-ethoxy)-naphthalene-2-carboxylic acid methyl ester | HCID 68846139 | 85.1% |
Reaction Steps
To 22.81 g cesium carbonate and 7.08 g methyl 1-hydroxy-2-naphthoate in 70 ml abs. DMF was added 7.39 g (2-bromo-ethoxy)-benzene and the mixture was reacted for 16 h at 80° C. The reaction was poured unto ice, neutralized with 2 M hydrochloric acid, and extracted with ethyl acetate twice. The combined organic phases were washed with brine, dried over magnesium sulphate and concentrated in vacuo. The resulting residue was purified by crystallization from pentane to yield 9.60 g of 1-(2-phenoxy-ethoxy)-naphthalene-2-carboxylic acid methyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501981B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-7f91b29fbdd74de287e2698eb4929a92 |
| Source note | uspto-grants-2013_08 |