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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1801296Generated: October 30, 2026

Benzoyl chloride → HCID 67442804, compound

https://huagongshe.com/reaction/1801296

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 2-(4-aminophenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylateHCID 67441380—
SolventDichloromethaneHCID 6344—
ProductHCID 67442804HCID 6744280453%

Reaction Steps

To a solution of methyl 2-(4-aminophenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxy late (100 mg, 0.32 mmol) and N,N-diisopropylethylamine (0.11 mL, 0.64 mmol) in dichloro methane (5 mL) was added benzoyl chloride (0.04 mL, 0.35 mmol) with ice cooling. Upon completion of addition, the resultant solution was allowed to warm back to room temperature and stir overnight. LC-MS showed the reaction was complete. Solvent was removed in vacuo and the residue was purified by preparative Thin layer chromatography to afford 70 mg of methyl 2-(4-benzamidophenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylate as a white solid. Yield: 53%. MS (ESI+APCI) M+1=415.20.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08344137B2
Source datasetuspto-grants-2013_01
ORD IDord-46f3ac5a0fb84709b7b21a31c5b3b8c5
Source noteuspto-grants-2013_01