HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (Z)-tert-Butyl(1-(3-fluorophenyl)prop-1-enyloxy)dimethylsilane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyldimethylsilyl trifluoromethanesulphonate | HCID 123564 | — |
| Reactant | 1-Chloro-3-[(1Z)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-propen-1-yl]-benzene | HCID 11300561 | — |
| Reactant | 3-Fluoro-1-phenylpropan-1-one | HCID 12231712 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (Z)-tert-Butyl(1-(3-fluorophenyl)prop-1-enyloxy)dimethylsilane | HCID 46837928 | 93% |
Reaction Steps
Compound 9c was synthesized by a procedure similar to that described for 9a using commercially available 3-fluoropropiophenone (8c, 5.0 g, 0.033 mol), TBDMSOTf (8.3 mL, 36.1 mmol), and Et3N (7.3 mL) in CH2Cl2 (50 mL). After purification, 8.1 g (93%) of 9c was isolated as colorless oil: 1H NMR (CDCl3) δ 7.38-7.10 (m, 2H), 7.00-6.87 (m, 1H), 5.26 (q, 1H, J=6.9 Hz), 1.75 (d, 3H, J=6.9 Hz), 1.00 (s, 9H), −0.02 (s, 6H); 13C NMR (CDCl3) δ 164.5, 161.2, 149.2, 142.4, 129.4, 121.4, 114.3, 114.0, 112.8, 112.5, 107.1, 105.9, 26.0, 18.5, 11.9, −3.9. C15H23FOSi.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906908B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-d912e56409164ad6a565a1224a8a2ae8 |
| Source note | uspto-grants-2014_12 |