HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3''-Tert-butyl-4''-diethylamino-4'-(2-hydroxyethoxy)-[1,1';3',1'']terphenyl-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Ethyl 4'-(2-acetoxyethoxy)-3''-tert-butyl-4''-diethylamino[1,1';3',1'']terphenyl-4-carboxylate | HCID 66672106 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3''-Tert-butyl-4''-diethylamino-4'-(2-hydroxyethoxy)-[1,1';3',1'']terphenyl-4-carboxylic acid | HCID 11547131 | 51.9% |
Reaction Steps
1 g (1.9 mmol) of ethyl 4′-(2-acetoxyethoxy)-3″-tert-butyl-4″-diethylamino[1,1′;3′,1″]terphenyl-4-carboxylate is placed in 50 mL of tetrahydrofuran and 19 mL (19 mmol) of 1N sodium hydroxide solution are added. The mixture is stirred at reflux for 12 hours. The yellow solution obtained is poured into saturated ammonium chloride solution, the pH is adjusted to 5-6 with 1N hydrochloric acid solution and the mixture is then extracted with ethyl acetate. The organic phase is dried over magnesium sulfate and then concentrated to dryness. 455 mg of 3″-tert-butyl-4″-diethylamino-4′-(2-hydroxyethoxy)-[1,1′;3′,1″]terphenyl-4-carboxylic acid are obtained in the form of a white solid (yield=52%, m.p.=216° C.)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07807708B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-cdfa51f001cb4abf80472dbf09c4c4e0 |
| Source note | uspto-grants-2010_10 |