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

HRID 461877
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HRID 461877 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 132544-PhenoxyphenolHCID 22311901HCID 22311901, 화합물HCID 50987170Potassium tertbutoxide

생성물 1

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

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-76fb279065bc40a7a878f2a70618ff83
출처 데이터셋
uspto-grants-1977_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04064269

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