Hydrochloric Acid → 3,4-Difluorobenzaldehyde

57 g (0.5 mol) of ortho-difluorobenzene in 250 ml of methylene chloride is added to 100 g (0.75 mol) of anhydrous aluminum chloride. The mixture is stirred mechanically at 0° C. (ice bath) while 85.5 g (0.75 mol) of dichloromethyl methylether is added dropwise. Vigorous HCl evolution takes place, and the reaction mixture turns orange-red. After the addition, the mixture is stirred at room temperature for 15 minutes, and the liquid phase is decanted into 500 ml of ice and water. The residue in the reaction flask is washed with methylene chloride until colorless, and the washings are added to the water. The mixture is shaken well in a separatory funnel until the methylene chloride layer is green. The organic layer is washed with saturated potassium carbonate solution until neutral, is dried MgSO4) and is distilled to give 3,4-difluorobenzaldehyde, B.P. 70-74° C./20 mm. The dark residue in the distillation pot solidifies on cooling to give tris-(3,4-difluorophenyl)methane, M.P. 95-96° C.

1. additionis added dropwise
2. additionAfter the addition
3. customthe liquid phase is decanted into 500 ml of ice and water
4. washThe residue in the reaction flask is washed with methylene chloride until colorless, and the washings
5. additionare added to the water
6. stirringThe mixture is shaken well in a separatory funnel until the methylene chloride layer
7. washThe organic layer is washed with saturated potassium carbonate solution until neutral,
8. distillationis distilled

ORD record

ord-84e726f003424ef5868a4c22c5978b53

Source dataset

uspto-grants-2000_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06063818