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Potassium Carbonate → Isohexane ethyl acetate

HRID 1963678
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HRID 1963678 반응식
[F:1][C:2]1[CH:3]=[C:4]([C:18]2[C:19]([OH:25])=[CH:20][CH:21]=[C:22]([F:24])[CH:23]=2)[CH:5]=[CH:6][C:7]=1[S:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[F:17])(=[O:10])=[O:9].CC1C=CC(S([O:36][C@H:37]([CH3:42])[C:38]([O:40]C)=[O:39])(=O)=O)=CC=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C.O>[CH3:7][CH2:2][CH2:3][CH:4]([CH3:18])[CH3:5].[C:37]([O:25][CH2:19][CH3:20])(=[O:36])[CH3:38].[F:1][C:2]1[CH:3]=[C:4]([C:18]2[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:19]=2[O:25][C@@H:37]([CH3:42])[C:38]([OH:40])=[O:39])[CH:5]=[CH:6][C:7]=1[S:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[F:17])(=[O:10])=[O:9]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 11430Potassium CarbonateHCID 12884153(R)-2-Tosyloxypropionic acid methyl esterHCID 672415383',5-Difluoro-4'-[(2-fluorophenyl)sulfonyl]biphenyl-2-ol

생성물 2

HCID 21882781Isohexane ethyl acetateHCID 57572452(2s)-2-({3',5-Difluoro-4'-[(2-fluorophenyl)sulfonyl]biphenyl-2-yl}oxy)propanoic acid

시약·촉매·용매 2

HCID 962
Water
용매
HCID 6342Acetonitrile용매

반응 조건

온도
65 °C

실험 절차

The product of step (v) (175 mg), the product of step (vi) (124 mg) and potassium carbonate (133 mg) in acetonitrile (10 ml) were charged to a flask and stirred at 65° C. overnight. The reaction mixture was cooled, diluted with water (20 ml) and extracted with diethyl ether. The combined organic extracts were washed with brine, dried (MgSO4) and concentrated under reduced pressure. The residue was purified by chromatography on silica eluting with isohexane then 4:1 isohexane/ethyl acetate to give the sub-title compound as a colourless oil, yield 121 mg.

후처리

  1. temperatureThe reaction mixture was cooled
  2. extractionextracted with diethyl ether
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by chromatography on silica eluting with isohexane

출처 및 근거

ORD 기록
ord-4dc2a46f59284d99b1d3638117815cec
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08415394B2

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