Diphenyl sulfoxide → Diphenyl(5,7-diethylthioxanthene-9-one-2-yl)sulfonium trifluoromethanesulfonate

HRID 2250991

반응식

HRID 2250991 반응식
[C:1]1([S:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:15]([C:17]1[CH:30]=[C:29]([CH2:31][CH3:32])[C:28]2[S:27][C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:20](=[O:33])[C:19]=2[CH:18]=1)[CH3:16].[F:34][C:35]([F:48])([F:47])[S:36]([O:39]S(C(F)(F)F)(=O)=O)(=[O:38])=[O:37]>ClCCl>[F:34][C:35]([F:48])([F:47])[S:36]([O-:39])(=[O:38])=[O:37].[C:9]1([S+:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:23]2[CH:24]=[CH:25][C:26]3[S:27][C:28]4[C:19](=[CH:18][C:17]([CH2:15][CH3:16])=[CH:30][C:29]=4[CH2:31][CH3:32])[C:20](=[O:33])[C:21]=3[CH:22]=2)[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

참가 물질

5

반응물 3

HCID 13679Diphenyl sulfoxideHCID 67749Trifluoromethanesulfonic anhydrideHCID 1228252,4-Diethylthioxanthone

생성물 1

HCID 23054201Diphenyl(5,7-diethylthioxanthene-9-one-2-yl)sulfonium trifluoromethanesulfonate수율 64%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To 320 ml of dichloromethane were dissolved 20.2 g (0.1 mol) of diphenylsulfoxide and 26.8 g (0.1 mol) of 2,4-diethylthioxanthene-9-one, and 28.2 g (0.1 mol) of trifluoromethanesulfonic anhydride was added dropwise thereto at −70 to −60° C., followed by gradually warming to room temperature and reacting with stirring for 4 hours. After completion of the reaction, the obtained reaction solution was washed with water (160 ml×4 times) and concentrated under reduced pressure. The obtained crude product was purified by column chromatography to obtain 38.6 g of objective substance as yellow glassy substance (yield: 64%).

후처리

  1. additionwas added dropwise
  2. customat −70 to −60° C.
  3. customAfter completion of the reaction
  4. customthe obtained reaction solution
  5. washwas washed with water (160 ml×4 times)
  6. concentrationconcentrated under reduced pressure
  7. customThe obtained crude product
  8. customwas purified by column chromatography
  9. customto obtain 38.6 g of objective substance as yellow glassy substance (yield: 64%)

출처 및 근거

ORD 기록
ord-59f1c5bee5864c6799ce6232602beaf5
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07318991B2

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