HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-(2-methoxyethoxymethoxy)-2-naphthoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl 6-(2-methoxyethoxymethoxy)naphthalene-2-carboxylate | HCID 12085484 | — |
| Catalyst | Water | HCID 962 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-(2-methoxyethoxymethoxy)-2-naphthoic acid | HCID 12085485 | 93% |
Reaction Steps
12.9 g (325 mmol) of sodium hydroxide pellets are added to a solution of 16.9 g (58 mmol) of methyl 6-(2-methoxyethoxymethoxy)naphthalene-2-carboxylate in 200 ml of tetrahydrofuran, 20 ml of methanol and a few drops of water, and the reaction medium is stirred at room temperature for 4 hours. Next, aqueous 1N hydrochloric acid solution is added until pH=2 is obtained, and the reaction medium is extracted with ethyl acetate, dried over sodium sulfate, filtered and concentrated under vacuum. The residue obtained is washed with heptane and filtered. 14.9 g of 6-(2-methoxyethoxymethoxy)-2-naphthoic acid are obtained in the form of a white solid, in a yield of 92%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07307078B2 |
| Source dataset | uspto-grants-2007_12 |
| ORD ID | ord-479e6b9a53a245dea2ec7495b60678ca |
| Source note | uspto-grants-2007_12 |