HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (Z)-tert-Butyl(1-(3-chlorophenyl)but-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-Chlorobutyrophenone | HCID 22934198 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (Z)-tert-Butyl(1-(3-chlorophenyl)but-1-enyloxy)dimethylsilane | HCID 46838070 | 74% |
Reaction Steps
Compound 9s was synthesized by a procedure similar to that described for 9a using 3-chlorobutyrophenone (8j, 3.1 g, 0.0169 mol), TBDMSOTf (4.3 mL, 18.6 mmol), and Et3N (3.8 mL) in CH2Cl2 (30 mL). After purification, 3.7 g (74%) of the title product was isolated as colorless oil: 1H NMR (CDCl3) δ 7.48-7.44 (m, 1H), 7.38-7.32 (m, 1H), 7.31-7.29 (m, 2H), 5.16 (t, 1H, J=7.1 Hz), 2.30-2.19 (m, 2H), 1.09-1.03 (m, 3H), 1.01 (s, 9H), −0.04 (s, 6H); 13C NMR (CDCl3) δ 147.5, 141.7, 133.9, 129.2, 127.3, 125.9, 123.8, 114.9, 25.8, 19.5, 14.1, 0.0, −4.1. C16H25ClOSi.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906908B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-ecd7868eb7f84014a62318841fc2f2c2 |
| Source note | uspto-grants-2014_12 |