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Hydrochloric Acid → 2-[4-(2-Amino-1-methyl-ethyl)-phenyl]-propylamine Dihydrochloride

HRID 48362
ノート
印刷プレビュー

反応式

HRID 48362 の反応式
[C:1]([CH:3]([CH3:14])[C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH3:13])[C:11]#[N:12])=[CH:6][CH:5]=1)#[N:2].[ClH:15].CO>C1COCC1>[ClH:15].[ClH:15].[NH2:2][CH2:1][CH:3]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH3:13])[CH2:11][NH2:12])=[CH:6][CH:5]=1)[CH3:14]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 227432382-[4-(Cyano-methyl-methyl)-phenyl]-propionitrile

生成物 1

HCID 227432152-[4-(2-Amino-1-methyl-ethyl)-phenyl]-propylamine Dihydrochloride収率 96%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

2-[4-(Cyano-methyl-methyl)-phenyl]-propionitrile (3.25 g, 17.7 mmol) was dissolved in anhydrous THF (30 mL). The solution was heated to reflux and a 2M THF solution of borane-methyl sulfide complex (19.5 mL, 38.9 mmol) was added dropwise. Heating at reflux was continued for 30 minutes and then allowed to cool to room temperature. An HCl saturated solution of methanol (30 mL) was slowly added until pH=2. The mixture was concentrated in vacuo, redissolved in methanol and concentrated again to provide the intermediate title compound (4.5 g, 96%). TLC and HPLC indicated the starting material had been consumed and produced a mixture of more polar products. This material was used crude in the next step without further characterization.

後処理

  1. temperatureThe solution was heated
  2. temperatureto reflux
  3. temperatureHeating
  4. temperatureat reflux
  5. concentrationThe mixture was concentrated in vacuo
  6. dissolutionredissolved in methanol
  7. concentrationconcentrated again

出典と根拠

ORDレコード
ord-15dfd037761243e08dcf5a0b0f78a911
出典データセット
uspto-grants-2004_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06703425B2

反応ノート

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