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Water → US9249085, I(au)

HRID 1771837
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HRID 1771837 반응식
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][C:3]=1[CH2:15][NH:16][C:17]1[C:18]([F:32])=[C:19]([CH:28]=[CH:29][C:30]=1[F:31])[O:20][CH2:21][C:22]([O:24]C(C)C)=[O:23].[Li+].[OH-].O>C1COCC1>[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][C:3]=1[CH2:15][NH:16][C:17]1[C:18]([F:32])=[C:19]([CH:28]=[CH:29][C:30]=1[F:31])[O:20][CH2:21][C:22]([OH:24])=[O:23]
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5

반응물 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 89444175Isopropyl 2-[3-[(2,3-dimethyl-5-phenyl-phenyl)methylamino]-2,4-difluoro-phenoxy]acetate

생성물 1

HCID 89444124US9249085, I(au)수율 80.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of isopropyl 2-[3-[(2,3-dimethyl-5-phenyl-phenyl)methylamino]-2,4-difluoro-phenoxy]acetate (110 mg, 0.25 mmol, 1.0 eq) in THF (4 mL) was added LiOH (52 mg, 1.2 mmol, 5 eq) and water (3 mL) and the reaction mixture stirred at room temperature for 1 h. The THF was removed under reduced pressure and the remaining aqueous solution was adjusted to pH 4-5 by addition of 1M HCl. The mixture was extracted with EtOAc and the combined organic extracts washed with water and brine, dried (Na2SO4), filtered and evaporated in vacuo to give the title compound as a yellow oil (80 mg, 80%).

후처리

  1. customThe THF was removed under reduced pressure
  2. additionthe remaining aqueous solution was adjusted to pH 4-5 by addition of 1M HCl
  3. extractionThe mixture was extracted with EtOAc
  4. washthe combined organic extracts washed with water and brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-5ede37b9ed2346f1b95693ed9e45e801
출처 데이터셋
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09249085B2

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