HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 24993725, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 71072739 | HCID 71072739 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 24993725 | HCID 24993725 | — |
Reaction Steps
A solution of Example 314 (840 mg, 1.45 mmol), palladium(II) acetate (16.3 mg, 0.07 mmol), dppf (81 mg, 0.15 mmol), and NEt3 (405 μL, 2.90 mmol) in 20 mL of CH3OH was stirred at 100° C. under 50 psi of CO for 24 h. After cooling to rt, the reaction mixture was filtered. The filtrate was concentrated and chromatography on a Biotage 25+M cartridge using 1:1 v/v EtOAc/hexanes as the eluant afforded the title compound: 1H NMR δ 1.46 (s, 3H), 1.49 (s, 9H), 1.54 (s, 3H), 1.82 (m, 1H), 2.29 (dd, J=6.2, 13.3, 1H), 3.90 (s, 3H), 4.89 (br. s, 1H), 5.12 (m, 1H), 7.01 (d, J=8.5, 2H), 7.16 (d, J=8.4, 2H), 7.40 (m, 1H), 7.73-7.92 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07999107B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-3e5ce9edaf6e453883db641ebb30d78d |
| Source note | uspto-grants-2011_08 |