Water → 2-(5-Methyl-2-thienyl)ethanamine

HRID 915653ノート

反応式

HRID 915653 の反応式
[CH3:1][C:2]1[S:3][C:4]([CH:7]=[CH:8][N+:9]([O-])=O)=[CH:5][CH:6]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.C(C(C(C([O-])=O)O)O)([O-])=O.[Na+].[K+]>C(OCC)C>[CH3:1][C:2]1[S:3][C:4]([CH2:7][CH2:8][NH2:9])=[CH:5][CH:6]=1

参加物

6

反応物 4

HCID 962WaterHCID 9855836Potassium sodium tartarateHCID 21226445Aluminium lithium hydrideHCID 539158762-Methyl-5-(2-nitro-vinyl)-thiophene

生成物 1

HCID 147881892-(5-Methyl-2-thienyl)ethanamine収率 20.3%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

Add 2-methyl-5-(2-nitrovinyl)thiophene (483 mg crude, 2.855 mmol, 1 eq) as a solution in diethyl ether (15 mL) to a solution of lithium aluminum hydride (227 mg, 5.995 mmol, 2.1 eq) in diethyl ether (5.995 mL) at a rate such as to maintain gentle reflux of the solution. Stir reaction for 5 minutes. Cautiously add water followed by several small portions of potassium sodium tartrate. Stir reaction vigorously for 1 hour and then let stand overnight. Separate organics, dry with magnesium sulfate, and concentrate on rotovap to give 360 mg of crude product as an oil. Perform column chromatography to give 82 mg (20% yield) of 2-(5-methylthiophen-2-yl)ethylamine. MS (m/e): 142.0 (MH+).

後処理

  1. temperatureto maintain gentle
  2. temperaturereflux of the solution
  3. customreaction for 5 minutes
  4. stirringStir
  5. customreaction vigorously for 1 hour
  6. dry with materialSeparate organics, dry with magnesium sulfate
  7. concentrationconcentrate on rotovap
  8. customto give 360 mg of crude product as an oil

出典と根拠

ORDレコード
ord-d4000a2965774253ad3b57b539091f4c
出典データセット
uspto-grants-2007_09
特許番号
US07265246B2

反応ノート

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