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Aminoacetaldehyde dimethyl acetal → N-(3,5-difluoro-4-methoxybenzyl)-aminoacetaldehyde dimethyl acetal

HRID 981573
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HRID 981573 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([F:12])[C:9]=1[O:10][CH3:11])[CH:5]=O.[CH3:13][O:14][CH:15]([O:18][CH3:19])[CH2:16][NH2:17].[BH4-].[Na+]>C(O)C>[CH3:13][O:14][CH:15]([O:18][CH3:19])[CH2:16][NH:17][CH2:5][C:4]1[CH:3]=[C:2]([F:1])[C:9]([O:10][CH3:11])=[C:8]([F:12])[CH:7]=1
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참가 물질

5

반응물 3

HCID 89728Aminoacetaldehyde dimethyl acetalHCID 4311764Sodium borohydrideHCID 144508603,5-Difluoro-4-methoxybenzaldehyde

생성물 1

HCID 14450862N-(3,5-difluoro-4-methoxybenzyl)-aminoacetaldehyde dimethyl acetal수율 96.5%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
100 °C

실험 절차

3,5-Difluoro-4-methoxybenzaldehyde (3.38 g, 0.0196 mole) was added to aminoacetaldehyde dimethyl acetal (2.14 ml, 0.0196 mole) and the mixture was heated at 100° C. for 2 hours. The reaction mixture was cooled in ice, diluted with ethyl alcohol (35 ml), and sodium borohydride (0.743 g., 0.0196 mole) was added and the mixture was stirred overnight at 25° C. The solvent was removed under reduced pressure, the residue was dissolved in ethyl acetate, and the solution was washed with water and brine and then dried with sodium sulfate. The mixture was filtered, and the solvent removed under reduced pressure to give N-(3,5-difluoro-4-methoxybenzyl)-aminoacetaldehyde dimethyl acetal as an oil (4.94 g, 96%).

후처리

  1. temperatureThe reaction mixture was cooled in ice
  2. additionwas added
  3. customThe solvent was removed under reduced pressure
  4. dissolutionthe residue was dissolved in ethyl acetate
  5. washthe solution was washed with water and brine
  6. dry with materialdried with sodium sulfate
  7. filtrationThe mixture was filtered
  8. customthe solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-a8a08d2d6cc84142aa32ff5792554b9f
출처 데이터셋
uspto-grants-1991_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04992459

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