HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethynylcyclohexene → 4-Cyclohex-1-enylethynyl-benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethynylcyclohexene | HCID 79128 | — |
| Reactant | 4-(((4-Methylphenyl)sulfonyl)oxy)benzaldehyde | HCID 5125086 | — |
| Solvent | Dichloromethane heptane | HCID 21907733 | — |
| Product | 4-Cyclohex-1-enylethynyl-benzaldehyde | HCID 25221613 | — |
Reaction Steps
This product was prepared from toluene-4-sulfonic acid 4-formyl-phenyl ester and 1-ethynyl-cyclohexene following the general procedure for the Sonogashira cross-coupling process described above. Chromatography eluent: heptane/DCM 1:1; yield (71 mg, 68%); 1H NMR δ (CDCl3): 9.99 (s, 1H), 8.02 (d, J=8.51 Hz, 2H), 7.52 (d, J=8.60 Hz, 2H), 6.31-6.27 (m, 1H), 2.14-2.22 (m, 4H), 1.58-1.73 (m, 4H); LCMS m/z: 210.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08487109B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-160872d07e834ee496b7f5f4013d03b5 |
| Source note | uspto-grants-2013_07 |