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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2408020Generated: November 1, 2026

Hydrochloric Acid → HCID 70495991, compound

https://huagongshe.com/reaction/2408020

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 70496690HCID 70496690—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 70495991HCID 70495991102.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirred mixture solution of 2-(5-bromo-2-methyl-phenyl)-4,4-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid methyl ester (1.5 g, 3.56 mmol) in methanol (20 mL) and tetrahydrofuran (20 mL) was added 30% sodium hydroxide in water (10 mL). The reaction mixture was stirred at 60° C. for 6 h. The mixture was neutralized with a 3 N aqueous hydrochloric acid solution and extracted with ethyl acetate (2×100 mL), washed with water, dried over anhydrous sodium sulfate and then concentrated in vacuo to afford 2-(5-bromo-2-methyl-phenyl)-4,4-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid (1.36 g, 97%) as a light white solid which was used for next step without further purification: MS (ESI) M+1=374.0& 376.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809369B2
Source datasetuspto-grants-2014_08
ORD IDord-0f649582283742cc8b11e253313ea32c
Source noteuspto-grants-2014_08