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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 272616Generated: October 27, 2026

3-Benzyl-3-azabicyclo[3.2.1]octan-6-one → 3-Benzyl-7-dimethylaminomethylene-3-aza-bicyclo[3.2.1]octan-6-one

https://huagongshe.com/reaction/272616

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Benzyl-3-azabicyclo[3.2.1]octan-6-oneHCID 59837830—
Solventtert-Butoxy bis(dimethylamino)methaneHCID 79885—
Product3-Benzyl-7-dimethylaminomethylene-3-aza-bicyclo[3.2.1]octan-6-oneHCID 68808337—

Reaction Conditions

Temperature100 °C

Reaction Steps

To 3-benzyl-3-aza-bicyclo[3.2.1]octan-6-one (3.2 mmol) was taken up in Brederick's reagent (tris-(N,N-dimethylamino)methane, 10 mL) and heated for 8 h at 100° C. Excess Brederick's was removed in vacuo and the crude product was used as is in subsequent steps. 1H NMR (CDCl3, 400 MHz) δ 7.50 (m, 5H), 3.56 (s, 3H), 2.99 (s, 6H), 2.40–2.20 (m, 4H), 1.95 (m, 2H), 2.56 (m, 2H); APCl MS m/z 271.3 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07456177B2
Source datasetuspto-grants-2008_11
ORD IDord-075a02317da34a38a2960cb70ebc950d
Source noteuspto-grants-2008_11