Sodium hydride → HCID 15790524、化合物

HRID 235051

反応式

HRID 235051 の反応式
[H-].[Na+].[CH3:3][C:4]([CH3:16])([O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][OH:15])=[CH:9][CH:8]=1)[CH3:5].[H][H].CS([C:23]1[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=1)(=O)=O>CN(C=O)C.O>[CH3:5][C:4]([CH3:16])([O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][O:15][C:23]2[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=2)=[CH:9][CH:8]=1)[CH3:3]

参加物

7

反応物 4

HCID 24758Sodium hydrideHCID 2924874-MethanesulfonylpyridineHCID 117153362-(4-tert-Butoxyphenyl)ethan-1-olHCID 178418361HCID 178418361、化合物

生成物 1

HCID 15790524HCID 15790524、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回

実験手順

To a suspension of about one-half gram of 60% NaH (dispersion in oil) in 10 mL of dry DMF was added 1.5 g (0.0077 m) of 2-[4-(1,1-dimethylethoxy)phenyl]ethanol. The mixture was stirred in a warm water bath until hydrogen evolution ceased. After 30-40 minutes, 1 g (0.0064 m) of 4-(methylsulfonyl)pyridine in 5-7 mL of DMF was added. The mixture was stirred at room temperature overnight, then diluted with water. The product was extracted into CH2Cl2, and the extracts were washed with saturated brine, filtered through phase separating paper, and concentrated in vacuo. The resulting material was azeotroped with xylene to remove excess DMF. This material was adsorbed onto silica gel and chromatographed over silica gel 60 (230-400 mesh) using CH2Cl2 →50% EtOAc/CH2Cl2 to give the title product as an oil. Yield 0.7 g.

後処理

  1. extractionThe product was extracted into CH2Cl2
  2. washthe extracts were washed with saturated brine
  3. filtrationfiltered through phase
  4. customseparating paper
  5. concentrationconcentrated in vacuo
  6. customThe resulting material was azeotroped with xylene
  7. customto remove excess DMF
  8. customchromatographed over silica gel 60 (230-400 mesh)

出典と根拠

ORDレコード
ord-bfb08490425b4f2481a77d348afdc11c
出典データセット
uspto-grants-1997_01
特許番号
US05597836

関連ノート

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