HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-Chloro-6-(methoxymethoxy)-4-(trifluoromethyl)benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | 1-Chloro-3-(methoxymethoxy)-5-(trifluoromethyl)benzene | HCID 86674286 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Chloro-6-(methoxymethoxy)-4-(trifluoromethyl)benzaldehyde | HCID 86674287 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
A 1.6M LDA solution (12.6 mL, 20.1 mmol) was added to a −78° C. THF solution (50 mL) of 1-chloro-3-(methoxymethoxy)-5-(trifluoromethyl)benzene (from above). After 30 min neat DMF (3.9 mL, 50.0 mmol) was added, and the resulting solution was allowed to warm to 0° C. gradually, quenched with NH4Cl solution, and extracted with diethyl ether. The combined extracts were dried (Na2SO4), concentrated, and purified via column chromatography to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748624B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-18cdfcacb0de4a1bac2fe48d611cf668 |
| Source note | uspto-grants-2014_06 |