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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 276906Generated: October 25, 2026

Benz[cd]indol-2(1H)-one, 1-methyl- → Benz(cd)indol-2(1H)-one, 2a,3,4,5-tetrahydro-1-methyl-

https://huagongshe.com/reaction/276906

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenz[cd]indol-2(1H)-one, 1-methyl-HCID 121175—
CatalystNickelHCID 935—
SolventEthanolHCID 702—
ProductBenz(cd)indol-2(1H)-one, 2a,3,4,5-tetrahydro-1-methyl-HCID 1100865280%

Reaction Steps

Ethanol and Raney nickel slurry (Aldrich) were added to 1-methyl-benz[cd]indole-2(1H)-one (4.5 g, 25 mmol) to carry out catalytic reduction under ordinary pressure. The reaction was terminated when 1.15 L of hydrogen absorption was observed, Raney nickel was removed by filtration, the resulting filtrate was concentrated and then the thus obtained colorless oil was purified by a silica gel column chromatography to obtain 3.8 g of the title compound (20 mmol, 80% in yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06355642B1
Source datasetuspto-grants-2002_03
ORD IDord-da4cbe0389154ab39f826a46030c9e97
Source noteuspto-grants-2002_03