HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → p-(Triethylsilyl)ethynyl phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Iodophenol | HCID 10894 | — |
| Reactant | (Triethylsilyl)acetylene | HCID 637947 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | p-(Triethylsilyl)ethynyl phenol | HCID 22644432 | — |
Reaction Steps
Triethylsilylacetylene 108 (3 eq.) was coupled to 4-iodophenol 107 (1 eq.) in the presence of CuI (0.05 eq.), Pd[PPh3]4 (0.05 eq.), and triethylamine (2 eq.) in DMF. The mixture was stirred at ambient temperature for 5 hours after which it was concentrated under vacuum to afford a crude black oil. The oil was purified by flash column chromatography to afford pure p-(triethylsilyl)ethynyl phenol 109.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06811979B2 |
| Source dataset | uspto-grants-2004_11 |
| ORD ID | ord-d65b723827c1413ba1b82d299edfced7 |
| Source note | uspto-grants-2004_11 |