Potassium Carbonate → Isohexane ethyl acetate

HRID 1802856노트

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HRID 1802856 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][CH3:41])=[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]([O:40][CH3:41])=[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 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 67240103Methyl (2s)-2-({3',5-difluoro-4'-[(2-fluorophenyl)sulfonyl]biphenyl-2-yl}oxy)propanoate

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

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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-47850f2c0cfb494cb3f4ff311e7585f0
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08349897B2

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