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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2408072Generated: November 3, 2026

Hydrochloric Acid → HCID 70496444, compound

https://huagongshe.com/reaction/2408072

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 70496316HCID 70496316—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 70496444HCID 7049644499%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirred mixture solution of 4,4-dimethyl-2-(3-pyrrolidin-1-yl-phenyl)-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid methyl ester (1.7 g, 4.5 mmol) in methanol (20 mL) and tetrahydrofuran (40 mL) was added 30% sodium hydroxide in water (20 mL). The reaction mixture was stirred at 60° C. for 16 h. The mixture was neutralized with a 3 N aqueous hydrochloric acid solution and extracted with ethyl acetate (2×50 mL), washed with water, dried over anhydrous sodium sulfate and then concentrated in vacuo to afford 4,4-dimethyl-2-(3-pyrrolidin-1-yl-phenyl)-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid (1.4 g, 99%) as a light white solid which was used for next step without further purification: MS (ESI) M+1=351.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809369B2
Source datasetuspto-grants-2014_08
ORD IDord-2ede1a879c3047149e07f7cb4b69d037
Source noteuspto-grants-2014_08