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

HRID 658066ノート

反応式

HRID 658066 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-60138009a16e4b00b2599e700f5a3aee
出典データセット
uspto-grants-2011_12
特許番号
US08076358B2

反応ノート

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