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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908359Generated: October 30, 2026

1-Tetralone → 2-dimethylaminomethylene-3,4-dihydro-2H-naphthalen-1-one

https://huagongshe.com/reaction/908359

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-TetraloneHCID 10724—
ReactantDimethylformamide dimethyl acetalHCID 78373—
Reactanttert-Butoxy bis(dimethylamino)methaneHCID 79885—
SolventAcetonitrileHCID 6342—
Product2-dimethylaminomethylene-3,4-dihydro-2H-naphthalen-1-oneHCID 54406509—

Reaction Steps

A solution of 3,4-dihydro-2H-naphthalen-1-one in MeCN and 20 eq. of DMF-DMA were stirred at 90° C. overnight. Thin layer chromatography indicated there is almost no desired product, hence 1.2 equivalents of Bredereck's reagent was added, and the reaction mixture stirred at 80° C. overnight. The solvent was removed under reduced pressure and the crude material was used for the next step with no further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017619B2
Source datasetuspto-grants-2011_09
ORD IDord-7bab3cba545448bf8ccdac32def735a2
Source noteuspto-grants-2011_09