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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1977991Generated: November 2, 2026

Ethanol, reaction products with ammonia, distn. residues → (E)-1-(2-Aminoethylidene)-6-methoxyindan

https://huagongshe.com/reaction/1977991

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanol, reaction products with ammonia, distn. residuesHCID 22020343—
Reactant(6-Methoxyindan-1-ylidene) acetonitrileHCID 53954914—
CatalystCobaltHCID 104730—
SolventEthanolHCID 702—
Product(E)-1-(2-Aminoethylidene)-6-methoxyindanHCID 1098704486%

Reaction Steps

To a solution of (6-methoxyindan-1-ylidene) acetonitrile (1.60 g, 8.64 mmol) in ethanol (80 ml) were added a 2M ammonia/ethanol solution (40 ml) and Raney cobalt (1.6 g). The mixture was stirred, under hydrogen atmosphere (4 kgf/cm2), for 32 hours at 40° C., and for further 8 hours at 70° C. The Raney cobalt was filtered off, then the solvent was distilled off under reduced pressure. The residue was purified by means of a silica gel column chromatography (chloroform:methanol=9:1 to chloroform:methanol:triethylamine=90:8:2) to give the above-titled compound (yield 1.40 g, 86%, oily).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06235789B1
Source datasetuspto-grants-2001_05
ORD IDord-34cb841497864788b307d63b51f391d7
Source noteuspto-grants-2001_05