HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Decyne → HCID 68536763, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Decyne | HCID 12997 | — |
| Reactant | Methyl 4-methoxy-2-(trifluoromethylsulfonyloxy)benzoate | HCID 10710352 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Product | HCID 68536763 | HCID 68536763 | 100% |
Reaction Steps
Coupling of methyl 4-(methyloxy)-2-{[(trifluoromethyl)sulfonyl]oxy}benzoate (77) (0.81 g, 2.58 mmol) with 1-decyne (0.95 mL, 5.16 mmol) using Pd(PPh3)2Cl2 and CuI gave 0.78 g (˜100%) of the title compound (191) as a dark brown oil. 1H NMR (400 MHz, CDCl3): δ 0.85-−0.90 (m, 3H), 1.20-1.40 (m, 8H), 1.40-1.55 (m, 2H), 1.60-1.70 (m, 2H), 2.47 (t, J=7.2 Hz, 2H), 3.83 (s, 3H), 3.87 (s, 3H), 6.82 (dd, J1=8.8 Hz, J2=2.6 Hz, 1H), 6.99 (d, J=2.3 Hz, 1H), 7.88 (d, J=8.7 Hz, 1H). LCMS (APCI): m/z 325 (M+Na)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07649093B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-f8d6d103b3cf4291b1cd76d833669030 |
| Source note | uspto-grants-2010_01 |