Sodium hydride → HCID 68786995、化合物

HRID 2266461ノート

反応式

HRID 2266461 の反応式
[CH3:1][C:2](=[O:7])[CH2:3][C:4](=[O:6])[CH3:5].[H-].[Na+].Br[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:14][CH:13]=1>CN(C)C=O.Cl>[CH3:21][S:18]([C:15]1[CH:16]=[CH:17][C:12]([CH2:11][CH:3]([C:2](=[O:7])[CH3:1])[C:4](=[O:6])[CH3:5])=[CH:13][CH:14]=1)(=[O:19])=[O:20]

参加物

6

反応物 3

HCID 24758Sodium hydrideHCID 31261AcetylacetoneHCID 27335814-(Methylsulfonyl)benzyl Bromide

生成物 1

HCID 68786995HCID 68786995、化合物

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 6228Dimethylformamide溶媒3 回

実験手順

A solution of pentane-2,4-dione (4.4 g) in N,N-dimethylformamide (10 mL) was added dropwise over a period of 15 minutes to a stirred suspension of sodium hydride (60% in oil, 1.7 g) in N,N-dimethylformamide (50 mL) at −5° C. The mixture was warmed to room temperature over 20 minutes and a solution of 1-bromomethyl-4-methanesulfonylbenzene (10 g) in N,N-dimethylformamide (20 mL) was added dropwise over a period of 10 minutes. The resulting mixture was stirred at room temperature for 17 hours and then diluted with 1.0 M aqueous hydrochloric acid (100 mL). The resulting mixture was extracted with a mixture of diethyl ether and ethyl acetate (1:1 by volume) and the combined extracts washed with a saturated aqueous sodium chloride solution and then dried over magnesium sulfate. The solvent was removed under reduced pressure and purification of the residue by column chromatography on silica gel, eluting with a mixture of cyclohexane and ethyl acetate (2:1 to 1:2 by volume) gave title compound as a colourless gum, 3.7 g.

後処理

  1. extractionThe resulting mixture was extracted with a mixture of diethyl ether and ethyl acetate (1:1 by volume)
  2. washthe combined extracts washed with a saturated aqueous sodium chloride solution
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent was removed under reduced pressure and purification of the residue by column chromatography on silica gel
  5. washeluting with a mixture of cyclohexane and ethyl acetate (2:1 to 1:2 by volume)

出典と根拠

ORDレコード
ord-9dc15408b5c1401d9eddb3a343b84071
出典データセット
uspto-grants-2010_12
特許番号
US07858640B2

反応ノート

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