1-(2-Hydroxy-6-methoxyphenyl)ethanone

Yellow crystalline powder

2'-Hydroxy-6'-methoxyacetophenone is an aromatic ketone.

15.5 g of compound (1)And anhydrous K2C0315. 18 g were placed in 250 mL of dry acetone (80 mL)Of a round bottom flask, Magnetic stirring with constant pressure dropping funnel lOminDimethyl sulphate was added dropwise15. 12gRefluxed for 6 h.Cooled to room temperature, The pH was adjusted to 2 with hydrochloric acid, extracted with ethyl acetate, The organic layers were combined, washed with water, Saturated saline wash, Dried over anhydrous sodium sulfate, Concentrated, recrystallized from methanol yellow crystals 15. 93g, Yield 96percent.General procedure: Dimethyl sulfate (3.1mL, 32.7mmol) was added to a solution of the appropriate 2’-hydroxyacetophenone (1b, 1c) (29.7mmol) in acetone (60mL) with potassium carbonate (12.3g, 89.1mmol). The mixture was stirred at reflux for 20min. The inorganic salts were removed by filtration and washed with acetone (50mL). The solvent was evaporated to dryness and the residue was purified by silica gel column chromatography using dichloromethane as eluent. 6′-Methoxy-2’-hydroxyacetophenone (2b) (4.69g, 95percent) and 4’-methoxy-2’-hydroxyacetophenone (2c) (4.59g, 93percent), which showed spectroscopic and analytical data identical to one previously reported [36].0.00 g of 2, 6-di-light acetophenone was dissolved in 80 mL of anhydrous acetone and calcined in 250 mL round bottom[11, with constant pressure dropping funnel 30111; [11 inside the drop of 9.120g dimethyl sulfate, reflux reaction 6h, cooled to room temperature, and then heated to room temperature, The pH was adjusted to 2 with hydrochloric acid, the organic phase was extracted with ethyl acetate, the organic phase was washed successively with water and saturated brine, dried over anhydrous sodium sulfate, followed by column chromatography v®Et: v (zan) = ο: 1, the first intermediate product of yellow crystals (9.968g, yield 91.27percent), the structure was determined by IR, NMR and MS analysisDissolve 10.00 g of 2, 6-dihydroxyacetophenone in 80 mL of anhydrous acetone, stir in a round bottom flask for 5 min, add 9.091 g of anhydrous potassium carbonate for 10 min, and add 9.120 g of it in a constant pressure dropping funnel within 30 min. The dimethyl sulfate was refluxed for 6 hours, cooled to room temperature, adjusted to pH 2 with hydrochloric acid, and the organic phase was extracted with ethyl acetate. The organic phase was successively washed with water and saturated brine, dried over anhydrous sodium sulfate and subjected to column chromatography. V (petroleum ether): V (ethyl acetate) = 10:1 to give the first intermediate product (9.894 g, 90.65percent yield) as a colorless liquid.Synthesis of 5-METHOXY-4-OXO-4H-CHROMENE-2-CARBOXYLIC acid (2-4-R2-(6Z7-DIMETHOXY-34-DIHYDRO-LH-ISOQUINOLINE-2-YL)-ETHVLL- PHENYLCARBAMOYL-4, 5-DIMETHOXY-PHENYL)-AMIDE 1) Synthesis of 5-METHOXY-4-OXO-4H-CHROMENE-2-CARBOXYLIC acid a) Synthesis of 1- (2-HYDROXY-6-METHOXY-PHENYL)-ETHANONE 10.0 g of 2', 6'-dihydroxy-acetophenone was dissolved in 70 M of acetone, and 9.1 g of potassium carbonate and 4.0 mi of iodomethane were added thereto, followed by allowing the mixture to react at 55 C for 8 hrs. After the reaction was completed, the solvent was removed under a reduced pressure. The resulting residue was mixed with 500 mi of water and extracted twice with 250 mi portion of methylenechloride. The combined organic layer was washed with saturated NACL, dried over magnesium sulfate, filtered and concentrated under a reduced pressure, to obtain a residue which gave 10.4 g of the title compound (yield: 95percent). H-NMR (CDCL3) 6 : 13.25 (s, 1H), 7.34 (t, 1H), 6.57 (d, 1H), 6.38 (d, 1H), 3.87 (s, 3H), 2.68 (s, 3H)To a solution of 3 (7 g, 43.75 mmol) in methanol (350 niL) was added iodine (22.2 g, 87.5 mmol). The reaction mixture was refluxed for 17 hours. The mixture was diluted with dichloromethane (200 mL) and washed with sodium thiosulfite (NaTo a solution of TBAF (157 mg, 0.60 mmol) in DMA (1.2 mL) was added a solution of 3-methoxy-2-(trimethylsilyl)phenyl triflate 1 (53 μL, 0.20 mmol) in DMA (0.8 mL) under argon atmosphere at room temperature. After being stirred at the same temperature for 3 h, H

Molecular Weight:166.17
XLogP3:1.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:166.062994177
Monoisotopic Mass:166.062994177
Topological Polar Surface Area:46.5
Heavy Atom Count:12
Complexity:167
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes