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Potassium Iodide → 6-Trifluoromethylsulphonyl-2,2-dimethyl-2H-benzo(b)pyran

HRID 1086316
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HRID 1086316 반응식
[F:1][C:2]([F:14])([F:13])[S:3]([C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1)(=[O:5])=[O:4].C(=O)([O-])[O-].[K+].[K+].[I-].[K+].Cl[C:24]([CH3:28])([CH3:27])[C:25]#[CH:26]>CC(=O)CC>[F:14][C:2]([F:13])([F:1])[S:3]([C:6]1[CH:7]=[CH:8][C:9]2[O:12][C:24]([CH3:28])([CH3:27])[CH:25]=[CH:26][C:10]=2[CH:11]=1)(=[O:4])=[O:5]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 4875Potassium Iodide2회HCID 11430Potassium Carbonate2회HCID 706791-Butyne, 3-chloro-3-methyl-2회HCID 148574264-Trifluoromethanesulfonylphenol

생성물 1

HCID 148574316-Trifluoromethylsulphonyl-2,2-dimethyl-2H-benzo(b)pyran수율 38.9%

시약·촉매·용매 1

HCID 6569
Methyl Ethyl Ketone
용매

반응 조건

온도
180 °C

실험 절차

1 g (4.4 mmol) of 4-trifluoromethylsulphonylphenol are stirred under argon at 80°-90° C. for 20 hours together with 0.66 g of potassium carbonate, 80 mg of potassium iodide and 2 g of 3-chloro-3-methyl-1-butyne in 13 ml of dry butanone. 0.33 g of potassium carbonate, 40 mg of potassium iodide and 1 g of 3-chloro-3-methyl-1-butyne are then added once again and the mixture is stirred at 80°-90° C. for a further 20 hours. It is then allowed to cool and is filtered, and the filtrate is evaporated. The residue is taken up in 20 ml of methylene chloride, washed with water (2×20 ml), dried and evaporated. The oil which remains (1.3 g) is heated under argon to 180° C. for 3 hours in o-dichlorobenzene (3 ml). After distilling off the solvent, the residue is chromatographed on silica gel. 0.5 g of colorless oil are obtained (50 % of theory). M+ =292 (5).

후처리

  1. temperatureto cool
  2. filtrationis filtered
  3. customthe filtrate is evaporated
  4. washwashed with water (2×20 ml)
  5. customdried
  6. customevaporated
  7. distillationAfter distilling off the solvent
  8. customthe residue is chromatographed on silica gel

출처 및 근거

ORD 기록
ord-18eb613b8aa445dbbbb1df7cf5be1768
출처 데이터셋
uspto-grants-1991_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05028711

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