Dimethyl Sulfoxide → HCID 69880397, 화합물

HRID 1008270노트

반응식

HRID 1008270 반응식
[CH2:1](P(=O)([O-])OCC)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC(C1C=C[C:20]([Br:23])=[CH:19][CH:18]=1)=O.[CH3:24]S(C)=O.[CH3:28][C:29]([CH3:32])([O-])[CH3:30].[K+]>C(OCC)(=O)C.O>[Br:23][C:20]1[CH:28]=[C:29]([C:32]([CH3:24])=[CH:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH:30]=[CH:18][CH:19]=1

참가 물질

7

반응물 4

HCID 679Dimethyl SulfoxideHCID 7466p-BromoacetophenoneHCID 23421887HCID 23421887, 화합물HCID 23665647Potassium tert-butoxide

생성물 1

HCID 69880397HCID 69880397, 화합물수율 88%

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

In a 500 ml flask, 23 g(0.1 mol) of ethyl benzylphosphonate, 20 g (0.1 mol) of 4-bromoacetophenone and 200 ml of dimethyl sulfoxide were placed and cooled at 0° C. with ice water. Then, 13.4 g (0.12 mol) of potassium t-butoxide was slowly added and the resultant mixture was kept being stirred at the room temperature for one night. After the reaction was completed, the reaction solution was poured into 500 ml of water and the organic layer was treated by extraction with ethyl acetate. After drying with magnesium sulfate, the organic layer was concentrated in vacuo using a rotary evaporator. The obtained product were purified in accordance with the column chromatography (silica gel; the developing solvent: hexane) and 26 g (the yield: 88%) of 3-bromo-α-methylstilbene as the object compound was obtained.

후처리

  1. dry with materialAfter drying with magnesium sulfate
  2. concentrationthe organic layer was concentrated in vacuo
  3. customa rotary evaporator
  4. customThe obtained product were purified in accordance with the column chromatography (silica gel

출처 및 근거

ORD 기록
ord-37e6f77afb3b497998276ed614a0e1fc
출처 데이터셋
uspto-grants-2004_09
특허 번호
US06797848B2

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