2-Chloro-1-fluoro-4-methoxybenzene

light yellow liquid

2-Chloro-1-fluoro-4-methoxybenzene a10 (0.0160 g, 0.10 mmol), acridine photosensitizer (A) (0.0029 g, 0.005 mmol) and L-valine were added sequentially under argon atmosphere. Ethyl b1 (0.0218 g, 0.15 mmol), 1, 2-dichloroethane (DCE) 2.0 mL.The reaction was irradiated for 48 hours under a 6W blue light at room temperature.After completion of the reaction, the solvent was evaporated under reduced pressure and purified by column chromatography, eluting solvent: (V) petroleum ether / (V) ethyl acetate = 20/1.Yellow liquid (27) (0.0131 g, 86%) was obtained.General procedure: As a typical experiment, the reaction of the 2-halopyridine (1 mmol), fluorobenzene derivative (2.5 mmol) and PivOK (0.154 g, 1.1 mmol) at 150 C during 16 h in DMA (3 mL) in the presence of PdCl(C3H5)(dppb) (12 mg, 0.02 mmol) (see tables or schemes) under argon affords the arylation product after evaporation of the solvent and filtration on silica gelGeneral procedure: As a typical experiment, the reaction of the 2-halopyridine (1 mmol), fluorobenzene derivative (2.5 mmol) and PivOK (0.154 g, 1.1 mmol) at 150 C during 16 h in DMA (3 mL) in the presence of PdCl(C3H5)(dppb) (12 mg, 0.02 mmol) (see tables or schemes) under argon affords the arylation product after evaporation of the solvent and filtration on silica gel10385] 1.5 g of2-methoxy-6, 7, 8, 9-tetrahydro-5H-benzo[7] annulen-5-one were initially charged in 12 ml of THF, 2.8 g of sodium tert-butoxide, 1.20 ml of 2-chloro- 1 -fluoro-4-meth- oxybenzene and 135 mg of allylchloro[1 , 3-bis(2, 6-diisopro- pylphenyl)imidazol-2-yliden]palladium(II) were added and the mixture was heated in a microwave vessel (pressure vessel) at 120 C. for 90 mm. Two analogous reactions were carried out, and the batches were combined, Water was added, and the THF was removed under reduced pressure. The residue was diluted with ethyl acetate and water, the phases were separated and the aqueous phase was extracted with ethyl acetate. The combined organic phases were washed with sodium chloride solution, dried over sodium sulphate and concentrated. Purification by column chromatography (hexane/acetone) gave 2.29 g of the title compound. C, 9H, 9F03 (314.36). MS (ESIpos) mass found: 314.00.

Molecular Weight:160.57
XLogP3:2.7
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:160.0091207
Monoisotopic Mass:160.0091207
Topological Polar Surface Area:9.2
Heavy Atom Count:10
Complexity:110
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes