Sodium Sulfate → 4-(2-Aminopropyl)-3-chloro-N,N-dimethylaniline--hydrogen chloride (1/2)

HRID 1973278ノート

反応式

HRID 1973278 の反応式
[CH3:1][N:2]([CH3:16])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[C:10]([N+:12]([O-])=O)[CH3:11])=[C:5]([Cl:15])[CH:4]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1.CCOCC>[ClH:15].[ClH:15].[Cl:15][C:5]1[CH:4]=[C:3]([N:2]([CH3:16])[CH3:1])[CH:8]=[CH:7][C:6]=1[CH2:9][CH:10]([NH2:12])[CH3:11]

参加物

6

反応物 3

HCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydrideHCID 536498323-Chloro-N,N-dimethyl-4-(2-nitroprop-1-en-1-yl)aniline

生成物 1

HCID 30436094-(2-Aminopropyl)-3-chloro-N,N-dimethylaniline--hydrogen chloride (1/2)収率 170.6%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 12.0 g of N,N-dimethyl-3-chloro-4-(2-nitropropenyl)aniline in 150 ml of dry tetrahydrofuran is added dropwise with stirring to 8.0 g of lithium aluminum hydride in 200 ml of dry ether. After the addition the reaction mixture is refluxed for 5 hours. 40 ml of saturated sodium sulphate solution is added by portions and the mixture is filtered. The filtrate is dried with anhydrous sodium sulphate and acidified with hydrogen chloride in ether. The precipitate is removed by filtration and recrystallized from ethanol-isopropyl ether. Yield: 9.3 g, m.p. 187°-191°. A second recrystallization from the same solvent yields 8.1 g of the pure compound, melting at 193°-195°.

後処理

  1. additionAfter the addition the reaction mixture
  2. temperatureis refluxed for 5 hours
  3. filtrationthe mixture is filtered
  4. dry with materialThe filtrate is dried with anhydrous sodium sulphate
  5. customThe precipitate is removed by filtration
  6. customrecrystallized from ethanol-isopropyl ether
  7. customA second recrystallization from the same solvent

出典と根拠

ORDレコード
ord-a172686491e54655bdb62890102555ab
出典データセット
uspto-grants-1976_12
特許番号
US03996381

反応ノート

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