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HCID 18923472、化合物 → 3,5-Dichloro-N-methylaniline

HRID 1899981
ノート
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反応式

HRID 1899981 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 18923472HCID 18923472、化合物HCID 21226445Aluminium lithium hydride

生成物 1

HCID 123777573,5-Dichloro-N-methylaniline収率 94.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-e9f84849f52d4c6eab84594ffb8786c7
出典データセット
uspto-grants-1996_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05574042

反応ノート

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