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Diethyl Ether → 4-[(4-Phenoxy)-phenoxy]-butyric acid diethylamide

HRID 461877
ノート
印刷プレビュー

反応式

HRID 461877 の反応式
[K].C([O-])(C)(C)C.[O:7]([C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH2:21]([N:23]([CH2:30][CH3:31])[C:24](=[O:29])[CH:25](Cl)[CH2:26][CH3:27])[CH3:22].C(OCC)C>CS(C)=O>[CH2:21]([N:23]([CH2:30][CH3:31])[C:24](=[O:29])[CH2:25][CH2:26][CH2:27][O:20][C:17]1[CH:16]=[CH:15][C:14]([O:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:19][CH:18]=1)[CH3:22]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 132544-PhenoxyphenolHCID 22311901HCID 22311901、化合物HCID 50987170Potassium tertbutoxide

生成物 1

HCID 542726194-[(4-Phenoxy)-phenoxy]-butyric acid diethylamide

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒2 回

実験手順

17 g of potassium-tert.-butanolate is added at 10° C to a solution of 28 g of 4-phenoxy-phenol in 100 ml of anhydrous dimethylsulphoxide. After the base has completely dissolved, an addition is made dropwise in the course of 2 hours, with stirring, of 26.5 g of chlorobutyric acid diethylamide dissolved in 20 ml of dimethylsulphoxide and the whole is further stirred overnight at room temperature. For further processing, the reaction mixture is poured into ice water, and extraction is repeatedly performed with diethyl ether. The combined ether phases are washed four times with cold 10% potassium hydroxide solution and subsequently repeatedly with water; they are then dried by means of sodium sulphate. After the ether has been distilled off, there is obtained crude 4-[(4-phenoxy)-phenoxy]-butyric acid diethylamide, which is purified by chromatography on silica gel (eluant: ether/hexane 1:3), and recrystallised from isopropanol/hexane, M.P. 73°-74° C.

後処理

  1. dissolutionAfter the base has completely dissolved
  2. additionan addition
  3. customis made dropwise in the course of 2 hours
  4. washThe combined ether phases are washed four times with cold 10% potassium hydroxide solution
  5. dry with materialthey are then dried by means of sodium sulphate
  6. distillationAfter the ether has been distilled off

出典と根拠

ORDレコード
ord-76fb279065bc40a7a878f2a70618ff83
出典データセット
uspto-grants-1977_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04064269

反応ノート

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