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Dimethylformamide → HCID 18688843, 화합물

HRID 1871812
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HRID 1871812 반응식
[Cl:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[C:4]([C:6]1[CH:11]=[C:10](F)[CH:9]=[CH:8][C:7]=1O)=[O:5].[C:18](=[O:21])([O-])[O-].[K+].[K+].Br[CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27].[CH3:31]N(C)C=O>>[Cl:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[C:4]([C:6]1[C:18]([O:21][CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])=[C:8]([CH3:7])[CH:9]=[C:10]([CH3:31])[CH:11]=1)=[O:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 6228DimethylformamideHCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 2778529HCID 2778529, 화합물

생성물 1

HCID 18688843HCID 18688843, 화합물수율 78.7%

실험 절차

To a stirred mixture of 1.0 g of compound B and 1.1 g of potassium carbonate in 10 cc of dimethylformamide was added dropwise 0.53 cc of ethyl bromoacetate at room temperature. After the resulting mixture was stirred at room temperature for 16 hours. The insoluble material was filtered off. To the filtrate was added water and ethylacetate and the aqueous layer was extracted with ethyl acetate. The combined organic layer was washed three times with a saturated aqueous sodium chloride solution and dried over magnesium sulfate. The solvent was distilled off and the crude product thus obtained was purified by a silica gel column chromatography (eluent: ethyl acetate/hexane=1/4) to obtain 1.06 g of compound C. Yield: 78.7%.

후처리

  1. filtrationThe insoluble material was filtered off
  2. additionTo the filtrate was added water and ethylacetate
  3. extractionthe aqueous layer was extracted with ethyl acetate
  4. washThe combined organic layer was washed three times with a saturated aqueous sodium chloride solution
  5. dry with materialdried over magnesium sulfate
  6. distillationThe solvent was distilled off
  7. customthe crude product thus obtained
  8. customwas purified by a silica gel column chromatography (eluent: ethyl acetate/hexane=1/4)

출처 및 근거

ORD 기록
ord-c0233f5f4ab5459c8cad88ead16b5200
출처 데이터셋
uspto-grants-2000_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
USRE036832

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