Hydrochloric Acid → 4'-Phenylthio-2,4-dihydroxybenzophenone

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Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:17])[C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][C:10]=2[OH:16])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[C:24]1([SH:30])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.Cl>>[C:24]1([S:30][C:2]2[CH:7]=[CH:6][C:5]([C:8](=[O:17])[C:9]3[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][C:10]=3[OH:16])=[CH:4][CH:3]=2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

참가 물질

반응물 4

HCID 313Hydrochloric Acid

HCID 7969Thiophenol

HCID 11430Potassium Carbonate

HCID 519532(4-Chlorophenyl)(2,4-dihydroxyphenyl)methanone

생성물 1

HCID 120842914'-Phenylthio-2,4-dihydroxybenzophenone수율 108%

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온도: 200 °C

실험 절차

To 50 grams of 4′-chloro-2,4-dihydroxybenzophenone and 27.8 grams of potassium carbonate in 50 mL of 1-methyl-2-pyrrolidinone (NMP)is added 22.2 grams of thiophenol. The resulting suspension is heated at 200° C. with strrring for 2.5 hours. The reaction mixture is then allowed to cool to room temperature, made acidic with 10% aqueous hydrochloric acid and extracted with ethyl acetate. The organic phase is washed with water and brine, dried over anhydrous magnesium sulfate and concentrated to leave 70 grams of a deep red syrup. The crude material is dissolved in an ethyl acetate/heptane mixture (1:1) and partially purified by filtration through a bed of silica gel to yield after concentration 66.6 grams of a light orange solid; 1H NMR and IR data are consistent with the tide compound; Mass. Spec m/z 322 (M+).