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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1185823Generated: November 3, 2026

Acetic Acid → HCID 59611569, compound

https://huagongshe.com/reaction/1185823

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant3-Nitro-6H-benzo[c]chromene-8-carboxylic acid methyl esterHCID 59611069—
CatalystZincHCID 23994—
Solventtetrahydrofuran N,N-dimethylformamideHCID 21974620—
ProductHCID 59611569HCID 5961156948.6%

Reaction Steps

To the solution of 3-Nitro-6H-benzo[c]chromene-8-carboxylic acid methyl ester (690 mg) in THF/DMF (5 ml/5 ml) was added acetic acid (10 ml), followed by slow addition of Zinc (800 mg). The mixture was stirred for 12 hours and solvents were removed under reduced pressure. The mixture was diluted with EtOAc, and 0.2 N sodium hydroxide solution was added until pH=10. The organic layer was separated and was washed with water and brine and dried with Na2SO4. Concentration and purification by flash column chromatography (DCM/EtOAc) gave 3-Amino-6H-benzo[c]chromene-8-carboxylic acid methyl ester (300 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669234B2
Source datasetuspto-grants-2014_03
ORD IDord-96ff3c9a3f844352993d8bb49b1ae853
Source noteuspto-grants-2014_03