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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1993481Generated: October 31, 2026

Maleic Acid → HCID 68429484, compound

https://huagongshe.com/reaction/1993481

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMaleic AcidHCID 444266—
ReactantSodium BicarbonateHCID 516892—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 59134293HCID 59134293—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 68429484HCID 6842948460%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of (7R*,8S*)-7-hydroxy-6,6-dimethyl-8-[(2-phenylethyl)amino]-4,6,7,8-tetrahydro-1,5-dioxa-4-aza-anthracene-3-one (42 mg, 0.11 mmol) in tetrahydrofuran (1.2 mL), lithium aluminum hydride (1M solution in tetrahydrofuran, 570 μL, 0.57 mmol) was added at room temperature, and the resulting mixture was stirred at 90° C. for 1.5 hour. Upon the completion of the reaction, saturated aqueous sodium hydrogencarbonate solution was added thereto, the resulting solution was extracted with ethyl acetate, washed with saturated sodium chloride solution, dried over magnesium sulfate, and concentrated. Maleic acid (13 mg, 0.11 mmol) and hexane (1 mL) were added to the solution of the resulting mixture in ethyl acetate (600 μL) at room temperature, and the resulting mixture was stirred at room temperature for 15 minutes. The resulting crystal was filtered off and the aimed product was obtained (yield: 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07652008B2
Source datasetuspto-grants-2010_01
ORD IDord-befbec11689044bd8fe773742b05423a
Source noteuspto-grants-2010_01