2′,5′-Dimethoxyacetophenone

clear yellow to green-yellow liquid

General procedure: A mixture of 1b (100 mg, 0.818 mmol), SS-Pd (918 mg, 0.04 mmol Pd) and 3 ml of toluene was purged with molecular oxygen and stirred at 110 °C for 5 h. The progress of reaction was monitored on TLC. After completion of reaction, the reaction was cooled, diluted with ethyl acetate and filtered through cotton bed. The combined organic layer was evaporated under reduced pressure and crude residue was purified by silica gel (mesh 60-120) column chromatography (Hexane/EtOH 95:5) afforded 2b as colorless liquid (94 mg, 96percent).General procedure: To a stirred solution of olefin (0.4mmol) in CHGeneral procedure: An oven-dried vial was charged with anisole 1a (0.75 mmol, 1.0 equiv), acetic anhydride 2a (1.5 mmol, 2.0 equiv) and TFA (0.8 mL). The reaction mixture was stirred at room temperature and monitored by TLC or GC-MS. The reaction typically took 1.5 h to complete. Upon completion, aqueous sodium hydrogen carbonate was added and the aqueous phase was extracted with ethyl acetate (3 x 20 mL). The combined organic layers were dried over NaGeneral procedure: In a typical acylation reaction, substrate, acetic anhydrideand catalyst (activated at 473 K) were mixed in a 25 mL roundbottom flask. Reactions were conducted at a desired temper-ature for a stipulated time period. The reaction mixture wasanalyzed using gas chromatography (GC) (Yonglin 6100; BP-5; 30 m × 0.25 mm × 0.25 m). Reactant conversion and productselectivity were obtained using GC. Products were confirmedusing GC–MS (Schimadzu GCMS-QP 2010 Ultra; Rtx-5 Sil Ms;30 m × 0.25 mm × 0.25 m). In most of the cases, products werealso confirmed by the authentic samples obtained from Aldrich(based on the retention time of the authentic sample in the GC anal-ysis). In the case of indole acylation, products were also confirmedusing NMR.Typical procedure: Bi(OTf)General procedure: Into a Schlenk flask were introduced 20 mL of nitromethane, 2 mmol of 1, 3-dimethoxybenzene, 10 mol percent of catalyst and4 mmol of acetyl chloride, with 0.5 mmol of dodecane for GC monitoring. The solutions were heated at reflux. The reactionswere followed by gas chromatography, by analysis of aliquots.The products were obtained after extraction by diethyl ether andpurification by column chromatography. All products are knowncompounds.

Molecular Weight:180.20
XLogP3:1.8
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:180.078644241
Monoisotopic Mass:180.078644241
Topological Polar Surface Area:35.5
Heavy Atom Count:13
Complexity:179
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes