HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 4-[3-Cyano-5-(thiophen-2-ylmethyloxy)indol-1-yl]benzoic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropylcarbodiimide | HCID 12734 | — |
| Reactant | 2-Thiophenemethanol | HCID 69467 | — |
| Reactant | 4-(5-Hydroxy-3-cyanoindol-1-yl)benzoic acid ethyl ester | HCID 58437416 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[3-Cyano-5-(thiophen-2-ylmethyloxy)indol-1-yl]benzoic acid ethyl ester | HCID 58437325 | — |
Reaction Steps
To a solution of 4-(5-hydroxy-3-cyanoindol-1-yl)benzoic acid ethyl ester and tiophene-2-methanol (0.057 g) and triphenylphosphine (0.012 g) in tetrahydrofuran (2.5 mL) was added diisopropylcarbodiimide (40% toluene solution, 0.18 mL) at room temperature, and this mixture was stirred for 3 hours. This reaction mixture was concentrated under reduced pressure. This residue was purified by column chromatography on silica gel (eluent: ethyl acetate/n-hexane=1/3) to give the title compound (0.10 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466152B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-c015d3eb49714d918d0fd5a7f97dae02 |
| Source note | uspto-grants-2013_06 |