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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2414722Generated: November 1, 2026

Citric Acid → HCID 15379728, compound

https://huagongshe.com/reaction/2414722

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantEthylmorpholineHCID 7525—
ReactantSodium BicarbonateHCID 516892—
ReactantMethyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylateHCID 4685119—
ReactantMorpholine-4-sulfonyl chlorideHCID 12798265—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
SolventTetrahydrofuranHCID 8028—
ProductHCID 15379728HCID 15379728—

Reaction Steps

With stirring, 4.2 g (0.025 mol) of morpholine-N-sulfonyl chloride in 20 ml of THF are added dropwise to a solution of 4.8 g (0.025 mol) of methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate and 2.9 g (0.025 mol) of N-ethylmorpholine. The mixture is stirred at RT for 2 h and then heated under reflux for another 2 h so that the reaction goes to completion. CHCl3 is added to the reaction solution, which is then treated with 5% strength citric acid, 5% strength NaHCO3 solution and water. The organic phase is dried over Na2SO4 and evaporated to dryness. Yield of ester (26a): 7.5 g (92% of theory)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06815440B2
Source datasetuspto-grants-2004_11
ORD IDord-472f3adfcf794e95a473c14f82c37307
Source noteuspto-grants-2004_11