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Sodium hydride → HCID 53816239, 화합물

HRID 1723184
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HRID 1723184 반응식
[O:1]=[C:2]1[CH:6]([CH2:7][CH2:8][CH3:9])[C:5]2[CH:10]=[CH:11][CH:12]=[CH:13][C:4]=2[O:3]1.[H-].[Na+].Br[CH2:17][C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19]>CN(C)C=O>[CH2:21]([O:20][C:18](=[O:19])[CH2:17][C:6]1([CH2:7][CH2:8][CH3:9])[C:5]2[CH:10]=[CH:11][CH:12]=[CH:13][C:4]=2[O:3][C:2]1=[O:1])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 62576Benzyl bromoacetateHCID 118195622(3H)-Benzofuranone, 3-propyl-

생성물 1

HCID 53816239HCID 53816239, 화합물수율 85%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

A solution of 0.204 mol of 2,3-dihydro-2-oxo-3-propylbenzofuran in 200 ml of anhydrous dimethylformamide is added to a suspension of 0.204 mol of sodium hydride in 100 ml of anhydrous dimethylformamide. The medium is maintained with stirring at room temperature for one hour, 0.224 mol of benzyl bromoacetate is then added and the medium is left for 12 hours at room temperature. The reaction mixture is concentrated under vacuum and hydrolyzed using one liter of water, the aqueous phase is extracted with twice 250 ml of benzene, the organic phase dried over anhydrous sodium sulfate and the solvent evaporated off. The crystallized residue is washed with isopropyl ether and filtered, yielding 0.173 mol of a pale yellow oil.

후처리

  1. temperatureThe medium is maintained
  2. waitthe medium is left for 12 hours at room temperature
  3. concentrationThe reaction mixture is concentrated under vacuum
  4. extractionthe aqueous phase is extracted with twice 250 ml of benzene
  5. dry with materialthe organic phase dried over anhydrous sodium sulfate
  6. customthe solvent evaporated off
  7. washThe crystallized residue is washed with isopropyl ether
  8. filtrationfiltered

출처 및 근거

ORD 기록
ord-32c2043be1fc4325bad3ba8d8995c7ca
출처 데이터셋
uspto-grants-1989_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04859700

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