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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384970Generated: October 26, 2026

2-(3-Methoxy-allylidene)-malonic acid dimethyl ester → (R)-dimethyl 2-(3-(2,3-dihydro-1H-inden-1-ylamino)allylidene)malonate

https://huagongshe.com/reaction/384970

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(3-Methoxy-allylidene)-malonic acid dimethyl esterHCID 597992—
Reactant(R)-(-)-1-AminoindanHCID 2733933—
SolventTetrahydrofuranHCID 8028—
Product(R)-dimethyl 2-(3-(2,3-dihydro-1H-inden-1-ylamino)allylidene)malonateHCID 8664972697.4%

Reaction Conditions

Temperature65 °C

Reaction Steps

A 500 ml round-bottom flask was charged with 5.0 g (1.0 eq.) (R)-2,3-dihydro-1H-inden-1-amine and 7.5 g (1.0 eq.) dimethyl 2-(3-methoxyallylidene)malonate in 120 ml dry THF. The mixture was heated at 65° C. under N2 for 3 hrs. Then the solvent was removed in vacuo, and the crude mixture was purified by silica gel flash column chromatography to afford (R)-dimethyl 2-(3-(2,3-dihydro-1H-inden-1-ylamino)allylidene)malonate as a yellow solid (11.0 g) in 97% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367836B2
Source datasetuspto-grants-2013_02
ORD IDord-1d5205c8a5554bef9889ac4f906e5b8a
Source noteuspto-grants-2013_02