HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzene, 1-bromo-3-ethyl- → 6-(3-ethylphenethyl)-6-cyclopentyl-dihydro-3H-pyran-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzene, 1-bromo-3-ethyl- | HCID 123170 | — |
| Reactant | 4-Bromo-2-fluoro-1-(1-methylethyl)benzene | HCID 21051092 | — |
| Reactant | 6-(2-Cyclopentyl-2-hydroxy-but-3-ynyl)-2,2-dimethyl-[1,3]dioxin-4-one | HCID 22499802 | — |
| Product | 6-(3-ethylphenethyl)-6-cyclopentyl-dihydro-3H-pyran-2,4-dione | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07473790B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-4bb3ca11c31a4c15b6cf1421c82b4934 |
| Source note | uspto-grants-2009_01 |