HuagongsheHuagongshe Chemistry Print Report · For research reference only
(4-Chloro-2-fluoro-phenyl)-acetonitrile → (Z)-3-{2-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-5-chloro-phenyl}-2-(4-chloro-2-fluoro-phenyl)-acrylonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (4-Chloro-2-fluoro-phenyl)-acetonitrile | HCID 2736569 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 2-[2-(Tert-butyl-dimethyl-silanyloxy)-ethoxy]-5-chloro-benzaldehyde | HCID 57565916 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (Z)-3-{2-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-5-chloro-phenyl}-2-(4-chloro-2-fluoro-phenyl)-acrylonitrile | HCID 59249244 | 96.5% |
Reaction Steps
Step B In a manner similar to the method described in Example 1b, 4-chloro-2-fluorophenylacetonitrile (1.7 g, 10 mmol) was reacted with 2-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-5-chloro-benzaldehyde (3.8 g, 12.5 mmol), methanolic solution (25 wt %) of sodium methoxide (2.5 mL, 11 mmol) in methanol (60 mL) at 50° C. for 3 h to give (Z)-3-{2-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-5-chloro-phenyl}-2-(4-chloro-2-fluoro-phenyl)-acrylonitrile as a yellow oil (4.5 g, 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08354444B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-f0ac5fe5ccbd4f159c884e93a450c080 |
| Source note | uspto-grants-2013_01 |