Sodium hydride → HCID 68786995, 화합물

HRID 2266461노트

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HRID 2266461 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 68786995HCID 68786995, 화합물

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 6228Dimethylformamide용매3회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-9dc15408b5c1401d9eddb3a343b84071
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07858640B2

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