HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 541572Erstellt: 25. Oktober 2026
Triethylamine → Tert-butyl{3-[(2-methoxy-5-nitrophenyl)ethynyl]phenyl}carbamate
https://huagongshe.com/reaction/541572
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 2-Iodo-1-methoxy-4-nitrobenzene | HCID 94806 | — |
| Edukt | tert-Butyl 3-ethynylphenylcarbamate | HCID 11275982 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | Tert-butyl{3-[(2-methoxy-5-nitrophenyl)ethynyl]phenyl}carbamate | HCID 57961666 | 40% |
Reaktionsschritte
tert-Butyl (3-ethynylphenyl)carbamate was stirred with 2-iodo-1-methoxy-4-nitrobenzene (2.60 g, 9.31 mmol) and bis(triphenylphosphine)palladium(II) chloride (163 mg, 0.23 mmol) in N,N-dimethylformamide (15 mL), and triethylamine (2.59 mL, 18.6 mmol) was added. The reaction mixture was heated at 80° C. for 15 minutes. Purification by preparative LCMS (pH 10) gave the desired compound (1.38 g, 40%). 1H NMR (300 MHz, DMSO-d6): δ 9.53 (s, 1H), 8.25 (m, 2H), 7.71 (s, 1H), 7.42 (d, 1H), 7.25 (m, 2H), 7.18 (d, 1H), 4.00 (s, 3H), 1.42 (s, 9H). LCMS for C20H21N2O5 (M+H)+: m/z=369.1.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US08871753B2 |
|---|
| Quelldatensatz | uspto-grants-2014_10 |
|---|
| ORD ID | ord-974a337b796049089504cf9eeee21670 |
|---|
| Quellennotiz | uspto-grants-2014_10 |
|---|