Diethyl Ether → 1-(4-Hydroxyphenyl)-2-phenylbutan-1-one

HRID 728054ノート

反応式

HRID 728054 の反応式
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:19])[CH:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:11][CH3:12])=[CH:5][CH:4]=1.Cl.N1C=CC=CC=1.CCOCC>C1(C)C=CC=CC=1.C(OCC)(=O)C>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([C:9](=[O:19])[CH:10]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:11][CH3:12])=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 36421811-(4-Methoxyphenyl)-2-phenylbutan-1-oneHCID 10176127Pyridinium chloride

生成物 1

HCID 2272781-(4-Hydroxyphenyl)-2-phenylbutan-1-one

試薬・触媒・溶媒 1

HCID 21584019Toluene ethylacetate溶媒

反応条件

温度
220 °C

実験手順

25.4 G. (0.10 mole) 1-(4'-methoxyphenyl)-2-phenyl-n-butan-1-one and 34.5 g. (0.30 mole) pyridine hydrochloride are melted and refluxed at 220° C. for one hour while being agitated. The melt while still liquid is poured into ice water and the precipitate dissolved in 400 ml. ether. After washing the etheric solution with water, it is shaken out with 1 N sodium hydroxide solution. The aqueous alkaline solution is acidified with 5 N hydrochlc.ric acid and extracted with 500 ml. ether. The organic phase is washed with water and dried over sodium sulfate. The solvent is removed in vacuo and the crude product is crystallized from dilute ethanol. Obtained are colorless crystals having a melting point of 131° C.; Rf 0.45 [toluene/ethyl acetate (9/1)]; yield: 16.3 g. (68%).

後処理

  1. dissolutionthe precipitate dissolved in 400 ml
  2. washAfter washing the etheric solution with water, it
  3. stirringis shaken out with 1 N sodium hydroxide solution
  4. extractionextracted with 500 ml
  5. washThe organic phase is washed with water
  6. dry with materialdried over sodium sulfate
  7. customThe solvent is removed in vacuo
  8. customthe crude product is crystallized from dilute ethanol
  9. customObtained

出典と根拠

ORDレコード
ord-29b329d9216242f4ac18fe7a22af1dcc
出典データセット
uspto-grants-1991_09
特許番号
US05047431

反応ノート

読み込み中…