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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1516637Generated: October 31, 2026

Hydrochloric Acid → 3''-Tert-butyl-4''-diethylamino-4'-(2-hydroxyethoxy)-[1,1';3',1'']terphenyl-4-carboxylic acid

https://huagongshe.com/reaction/1516637

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantAmmonium ChlorideHCID 25517—
ReactantEthyl 4'-(2-acetoxyethoxy)-3''-tert-butyl-4''-diethylamino[1,1';3',1'']terphenyl-4-carboxylateHCID 66672106—
SolventTetrahydrofuranHCID 8028—
Product3''-Tert-butyl-4''-diethylamino-4'-(2-hydroxyethoxy)-[1,1';3',1'']terphenyl-4-carboxylic acidHCID 1154713151.9%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08227507B2
Source datasetuspto-grants-2012_07
ORD IDord-61671c707cd64522a87d76751754e8f9
Source noteuspto-grants-2012_07