HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-(Difluoromethyl)benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-Bromo-2-(difluoromethyl)benzene | HCID 2761181 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(Difluoromethyl)benzaldehyde | HCID 54772394 | 112.3% |
Reaction Steps
A solution of n-BuLi (4.2 mL, 10.6 mmol) in THF was added to a solution of 1-bromo-2-(difluoromethyl)benzene 51 (2.0 g, 9.7 mmol) in THF (50 mL) at −78° C. The reaction mixture was stirred for 30 min and DMF (1.4 g, 19.3 mmol) was added. Stirring was continued for 1 h at −40° C. and the reaction was quenched by the addition of sat. aq NH4Cl. The crude mixture was extracted with Et2O, dried (MgSO4) and concentrated to give 52 (1.7 g, 94% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987258B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-04a8e5cf6fcc435c85016215b6f960e9 |
| Source note | uspto-grants-2015_03 |