Water → HCID 14248988, 화합물

HRID 18027노트

반응식

HRID 18027 반응식
[CH3:1][C:2]([CH:6]1[O:10][O:9][C:7]1=[O:8])([CH2:4]O)[CH3:3].[H-].[Na+].[CH2:13](Br)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.O>C1COCC1.ClCCl>[CH2:13]([O:10][C@@H:6]1[C:2]([CH3:1])([CH3:3])[CH2:4][O:9][C:7]1=[O:8])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 22244486D(-)-Pantolactone

생성물 1

HCID 14248988HCID 14248988, 화합물

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of D(−)-pantolactone (20.0 g, 153.7 mmol) and sodium hydride (4.4 g, 184.4 mmol) in anhydrous THF was stirred under an atmosphere of nitrogen at room temperature for 1 hour. The resultant mixture was treated with benzyl bromide (31.5 g, 184.4 mmol) and stirred at room temperature overnight. The product mixture was treated with water and diluted with dichloromethane. The organic extract was washed with brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under vacuum. The residue was subjected to purification on silica gel eluting with 0-5% methanol in dichloromethane gradient. Collection and concentration of appropriate fractions provided the title compound.

후처리

  1. stirringstirred at room temperature overnight
  2. extractionThe organic extract
  3. washwas washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum
  7. customThe residue was subjected to purification on silica gel eluting with 0-5% methanol in dichloromethane gradient
  8. customCollection and concentration of appropriate fractions

출처 및 근거

ORD 기록
ord-523dccc1c3b84241ab3e653878ebd506
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741315B2

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