HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → (Z)-tert-Butyl(1-(3-bromophenyl)prop-1-enyloxy)dimethylsilane
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 3-Bromo-1-phenylpropan-1-one | HCID 122432 | — |
| Edukt | tert-Butyldimethylsilyl trifluoromethanesulphonate | HCID 123564 | — |
| Edukt | 1-Chloro-3-[(1Z)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-propen-1-yl]-benzene | HCID 11300561 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (Z)-tert-Butyl(1-(3-bromophenyl)prop-1-enyloxy)dimethylsilane | HCID 46838064 | — |
Reaktionsschritte
Compound 9d was synthesized by a procedure similar to that described for 9a using commercially available 3-bromopropiophenone (8d, 1.0 g, 0.0047 mol), TBDMSOTf (1.4 mL, 5.1 mmol), and Et3N (1.1 mL) in CH2Cl2 (10 mL). After workup, 1.15 g (75%) of crude 9d was isolated as colorless oil with a Z-E ratio of 94:6: 1H NMR (CDCl3) δ 7.64-7.58 (m, 1H), 7.41-7.34 (m, 2H), 7.17 (t, 1H, J=8.04 Hz), 5.25 (q, 1H, J=6.9 Hz), 1.75 (d, 3H, J=6.9 Hz), 1.02 (s, 9H), −0.03 (s, 6H); 13C NMR (CDCl3) δ 148.8, 141.9, 130.2, 129.5, 128.7, 124.1, 122.1, 25.8, 18.3, 11.8, −4.0. C15H23BrOSi.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08906908B2 |
| Quelldatensatz | uspto-grants-2014_12 |
| ORD ID | ord-cbaa3db6f644490daef47eedf7d89873 |
| Quellennotiz | uspto-grants-2014_12 |