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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269716Generated: October 29, 2026

Water → HCID 18333017, compound

https://huagongshe.com/reaction/2269716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMLS000737573HCID 277385—
ReactantSodium borohydrideHCID 4311764—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
ProductHCID 18333017HCID 1833301780.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

Sodium borohydride (1.10 g) was added to the mixed solution of dimethyl 2-[(2-nitrophenyl)methylidene]malonate (15.2 g) in ethyl acetate (50 ml) and methanol (200 ml) at 0° C. The reaction mixture was stirred at 0° C. for 20 minutes. Water was added to the mixture, which was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, then dried and concentrated. 5% Palladium-carbon (6.26 g) was added to the mixed solution of the residue in THF (100 ml) and methanol (100 ml), and catalytic hydrogenation was conducted at room temperature under atmospheric pressure for 3 days. The catalyst was removed by filtration, and the filtrate was concentrated. The obtained crude crystals were washed with a mixed solution of ethyl acetate/hexane=1/4 to give the entitled compound (9.487 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329389B1
Source datasetuspto-grants-2001_12
ORD IDord-d845509d33604ed2ba9cd5b9f59ce5f0
Source noteuspto-grants-2001_12