HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (Z)-tert-Butyl-(1-(3-nitrophenyl)prop-1-enyloxy)dimethylsilane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyldimethylsilyl trifluoromethanesulphonate | HCID 123564 | — |
| Reactant | 3-Nitro-1-phenylpropan-1-one | HCID 569491 | — |
| Reactant | 1-Chloro-3-[(1Z)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-propen-1-yl]-benzene | HCID 11300561 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (Z)-tert-Butyl-(1-(3-nitrophenyl)prop-1-enyloxy)dimethylsilane | HCID 46838067 | 98% |
Reaction Steps
Compound 9g was synthesized by a procedure similar to that described for 9a using commercially available 3-nitropropiophenone (8g, 5.0 g, 0.028 mol), TBDMSOTf (7.1 mL, 30.7 mmol), and Et3N (6.2 mL) in CH2Cl2 (50 mL). After purification on alumina, 8.0 g (98%) of 9g was isolated as colorless oil: 1H NMR (CDCl3) δ 8.34-8.30 (m, 1H), 8.12-8.06 (m, 1H), 7.80-7.75 (m, 1H), 7.52-7.42 (m, 1H), 5.40 (q, 1H, J=6.9 Hz), 1.78 (d, 3H, J=6.9 Hz), 1.02 (s, 9H), −0.02 (s, 6H); 13C NMR (CDCl3) δ 148.8, 141.6, 131.3, 129.0, 122.1, 120.5, 108.6, 106.8, 25.9, 18.4, 12.0, −3.8. C15H23NO3Si.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906908B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-77fc56394ec24c3fae07a07a5b4450b8 |
| Source note | uspto-grants-2014_12 |