HuagongsheHuagongshe Chemistry Print Report · For research reference only
ethynylcycloheptane → HCID 86635864, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | ethynylcycloheptane | HCID 21600274 | — |
| Reactant | N-(3-(3-bromophenyl)-3-hydroxypropyl)-2,2,2-trifluoroacetamide | HCID 57608426 | — |
| Product | HCID 86635864 | HCID 86635864 | — |
Reaction Steps
Sonogashira coupling of N-(3-(3-bromophenyl)-3-hydroxypropyl)-2,2,2-trifluoroacetamide (43) with ethynylcycloheptane, followed by flash chromatography (5-40% EtOAc/hexanes gradient), gave NV-(3-(3-(cycloheptylethynyl)phenyl)-3-hydroxypropyl)-2,2,2-trifluoroacetamide as an amber oil. Yield (0.507 g, 51%): 1H NMR (400 MHz, CDCl3) δ 7.42 (br s, 1H), 7.34-7.36 (m, 1H), 7.19-7.33 (m, 3H), 4.81 (q, J=4.0 Hz, 1H), 3.48-3.68 (m, 1H), 3.32-3.42 m, 1H), 2.74-2.82 (m, 1H), 2.48 (br s, 1H), 1.85-2.00 (m, 4H), 1.70-1.80 (m, 4H), 2.46-1.64 (m, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076516B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-1391d2a8a3da46b1b6fcccfbcbb3b62a |
| Source note | uspto-grants-2011_12 |