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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1992881Generated: October 31, 2026

Bromine → HCID 68537594, compound

https://huagongshe.com/reaction/1992881

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromineHCID 24408—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 68537219HCID 68537219—
SolventAcetonitrileHCID 6342—
ProductHCID 68537594HCID 68537594—

Reaction Steps

Treatment of 6-(methyloxy)-3-propyl-3,4-dihydro-1(2H)-naphthalenone (93) (0.50 g, 2.29 mmol) with bromine followed by DBU in CH3CN gave 0.62 g of compound 94 as an off-white solid. 1H NMR (400 MHz, CDCl3): δ 1.01 (t, J=7.4 Hz, 3H), 1.65-1.75 (m, 2H), 2.79 (t, J=7.7 Hz, 2H), 3.90 (s, 3H), 6.06 (s, 1H), 7.00 (d, J=2.4 Hz, 1H), 7.08 (dd, J1=9.1 Hz, J2=2.4 Hz, 1H), 7.17 (s, 1H), 8.07 (d, J=9.1 Hz, 1H). LCMS (ESI): m/z 295 (M+H)+, m/z 293 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07649093B2
Source datasetuspto-grants-2010_01
ORD IDord-1ed7d7950e9c4c34b4cb04615ed34e95
Source noteuspto-grants-2010_01