Dimethyl Sulfoxide → HCID 69880397、化合物

HRID 1008270ノート

反応式

HRID 1008270 の反応式
[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

参加物

7

反応物 4

HCID 679Dimethyl SulfoxideHCID 7466p-BromoacetophenoneHCID 23421887HCID 23421887、化合物HCID 23665647Potassium tert-butoxide

生成物 1

HCID 69880397HCID 69880397、化合物収率 88%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-37e6f77afb3b497998276ed614a0e1fc
出典データセット
uspto-grants-2004_09
特許番号
US06797848B2

反応ノート

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