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HCID 18923472, 화합물 → 3,5-Dichloro-N-methylaniline

HRID 1899981
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HRID 1899981 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[C:16]([Cl:18])[CH:17]=1)[N:5](C)[C:6](=O)C1C=CC=CC=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[C:16]([Cl:18])[CH:17]=1)[NH:5][CH3:6]
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참가 물질

4

반응물 2

HCID 18923472HCID 18923472, 화합물HCID 21226445Aluminium lithium hydride

생성물 1

HCID 123777573,5-Dichloro-N-methylaniline수율 94.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of 3',5'-dichloro-N-methylbenzanilide (2.317 g) in tetrahydrofuran was added lithium aluminum hydride (380 mg) in an ice-bath and the resulting suspension was stirred at the same temperature for one hour. The reaction mixture was quenched with saturated ammonium chloride and filtered through celite pad. The inorganic material on the celite was washed with ethyl acetate. Methanol was added to the filtrate and stirred at ambient temperature for half an hour. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by flash chromatography eluting with ethyl acetate-n-hexane (1:9, V/V) to afford 3,5-dichloro-N-methylaniline (1.38 g) as a colorless oil.

후처리

  1. customThe reaction mixture was quenched with saturated ammonium chloride
  2. filtrationfiltered through celite pad
  3. washThe inorganic material on the celite was washed with ethyl acetate
  4. additionMethanol was added to the filtrate
  5. stirringstirred at ambient temperature for half an hour
  6. washThe organic layer was washed with water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated in vacuo
  9. customThe residue was purified by flash chromatography
  10. washeluting with ethyl acetate-n-hexane (1:9, V/V)

출처 및 근거

ORD 기록
ord-e9f84849f52d4c6eab84594ffb8786c7
출처 데이터셋
uspto-grants-1996_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05574042

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