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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-(3-Methoxy-allylidene)-malonic acid dimethyl ester | HCID 597992 | — |
| Reactant | (R)-(-)-1-Aminoindan | HCID 2733933 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (R)-dimethyl 2-(3-(2,3-dihydro-1H-inden-1-ylamino)allylidene)malonate | HCID 86649726 | 97.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08367836B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-1d5205c8a5554bef9889ac4f906e5b8a |
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| Source note | uspto-grants-2013_02 |
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