HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl orthoformate → HCID 58279341, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl orthoformate | HCID 31214 | — |
| Reactant | 4-Chloro-2-(trifluoromethyl)benzaldehyde | HCID 2779017 | — |
| Reactant | HCID 178418582 | HCID 178418582 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 58279341 | HCID 58279341 | 63% |
Reaction Steps
To a stirred solution of 4-chloro-2-(trifluoromethyl)benzaldehyde (17; 4.20 g, 20.0 mmol) in methanol (25 mL) was added triethoxymethane (3.60 g, 24.0 mmol) at 0° C. The resulting reaction mixture was warmed to room temperature and stirred for 12 h. A solution of MeONa in methanol was added to adjust the pH=10. The solvent was removed under reduced pressure and the resulting residue was diluted with water. The mixture was extracted with ethyl acetate (3×50 mL) and the combined organic layers were dried (Na2SO4) and concentrated under reduced pressure to give 4-chloro-1-(dimethoxymethyl)-2-(trifluoromethyl)benzene 18 (3.20 g, 12.6 mmol, 63%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846947B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-adbb60753d72486985e8ec44240215e0 |
| Source note | uspto-grants-2014_09 |