HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylsilane → 4-[2-(4-Chloro-phenyl)-ethyl]-3-methyl-1H-pyrrole-2-carboxylic acid ethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylsilane | HCID 12052 | — |
| Edukt | 4-[2-(4-Chloro-phenyl)-acetyl]-3-methyl-1H-pyrrole-2-carboxylic acid ethyl ester | HCID 57435110 | — |
| Lösungsmittel | Trifluoroacetic acid | HCID 6422 | — |
| Produkt | 4-[2-(4-Chloro-phenyl)-ethyl]-3-methyl-1H-pyrrole-2-carboxylic acid ethyl ester | HCID 57561754 | 46% |
Reaktionsschritte
Triethylsilane (3 equivalents) was added to a solution of 85 in trifluoroacetic acid (2 mL per mmol). The mixture was stirred for 48 h at room temperature. The TFA was removed under vacuum and the crude product was taken up in AcOEt, washed with NaOH (2 M), brine, dried with Na2SO4, filtered and concentrated to give crude product. The residue was purified by HPLC. Yield: 46% for two steps. 1H-NMR (400 MHz, CDCl3): δ 1.35 (t, 3H), 2.26 (s, 3H), 2.69 (m, 2H), 2.78 (m, 2H), 4.31 (q, 2H), 6.55 (d, 1H), 7.08 (d, 2H), 7.22 (d, 2H), 8.86 (s broad, 1H) ppm.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07615572B2 |
| Quelldatensatz | uspto-grants-2009_11 |
| ORD ID | ord-6aca8b4fb62c4494aa0fa6518a0c0669 |
| Quellennotiz | uspto-grants-2009_11 |