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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1453339Generated: October 29, 2026

Benzene, 1-bromo-3-ethyl- → 6-(3-ethylphenethyl)-6-cyclopentyl-dihydro-3H-pyran-2,4-dione

https://huagongshe.com/reaction/1453339

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1-bromo-3-ethyl-HCID 123170—
Reactant4-Bromo-2-fluoro-1-(1-methylethyl)benzeneHCID 21051092—
Reactant6-(2-Cyclopentyl-2-hydroxy-but-3-ynyl)-2,2-dimethyl-[1,3]dioxin-4-oneHCID 22499802—
Product6-(3-ethylphenethyl)-6-cyclopentyl-dihydro-3H-pyran-2,4-dioneHCID 16076108—

Reaction Steps

The title compound was prepared analogously to Example A(64), where 1-Bromo-3-ethyl-benzene was substituted in place of 4-bromo-2-fluoro-1-isopropylbenzene in that example, and Enantiomer A of 6-(2-cyclopentyl-2-hydroxybut-3-ynyl)-2,2-dimethyl-4H-1,3-dioxin-4-one was used in place of the racemic alkyne. 1H NMR (CDCl3): δ 1.23 (t, 3H, J=7.6 Hz), 1.50-1.83 (br m, 8H), 1.91-2.05 (m, 2H), 2.29 (m, 1H), 2.59-2.68 (m, 4H) 2.27, (s, 2H), 3.42 (s, 2H), 6.96 (m, 2H), 7.06 (d, 1H, J=7.01 Hz), 7.21 (t, 1H, J=8.0 Hz). ESIMS: MH+ 315.20, MH− 313.20.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07473790B2
Source datasetuspto-grants-2009_01
ORD IDord-4bb3ca11c31a4c15b6cf1421c82b4934
Source noteuspto-grants-2009_01