Water → [5-(3-[1,3]Dioxan-2-yl-phenylsulfanyl)-4-fluoro-2-nitro-phenyl]-methanol

HRID 658066노트

반응식

HRID 658066 반응식
[O:1]1[CH2:6][CH2:5][CH2:4][O:3][CH:2]1[C:7]1[CH:8]=[C:9]([SH:13])[CH:10]=[CH:11][CH:12]=1.[F:14][C:15]1[C:20](F)=[CH:19][C:18]([CH2:22][OH:23])=[C:17]([N+:24]([O-:26])=[O:25])[CH:16]=1.C(=O)([O-])[O-].[Cs+].[Cs+].O>CN(C=O)C>[O:1]1[CH2:6][CH2:5][CH2:4][O:3][CH:2]1[C:7]1[CH:8]=[C:9]([S:13][C:20]2[C:15]([F:14])=[CH:16][C:17]([N+:24]([O-:26])=[O:25])=[C:18]([CH2:22][OH:23])[CH:19]=2)[CH:10]=[CH:11][CH:12]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 10796Cesium carbonateHCID 57475722(4,5-Difluoro-2-nitrophenyl)methanolHCID 578640833-[1,3]Dioxan-2-yl-benzenethiol

생성물 1

HCID 86634266[5-(3-[1,3]Dioxan-2-yl-phenylsulfanyl)-4-fluoro-2-nitro-phenyl]-methanol

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

3-[1,3]Dioxan-2-yl-benzenethiol (2.57 g, 14.02 mmol), prepared as described in Example 1, Step C, (4,5-difluoro-2-nitro-phenyl)-methanol (2.65 g, 14.02 mmol), and cesium carbonate (9.1 g, 28 mmol) were combined in DMF (100 mL). The resulting mixture was stirred overnight at room temperature. Water was added, and the resulting mixture was then extracted with ethyl acetate. The organic layer was dried with Na2SO4 and filtered, and the solvent was removed to yield an oil, which was purified via silica column chromatography (50% EtOAc/heptane) to yield a solid.

후처리

  1. extractionthe resulting mixture was then extracted with ethyl acetate
  2. dry with materialThe organic layer was dried with Na2SO4
  3. filtrationfiltered
  4. customthe solvent was removed
  5. customto yield an oil, which
  6. customwas purified via silica column chromatography (50% EtOAc/heptane)
  7. customto yield a solid

출처 및 근거

ORD 기록
ord-60138009a16e4b00b2599e700f5a3aee
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08076358B2

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