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

HRID 563921ノート

反応式

HRID 563921 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH3:7][C:8]1[S:9][C:10](/[CH:13]=[CH:14]/[N+:15]([O-])=O)=[CH:11][CH:12]=1.O.[OH-].[Na+]>C(OCC)C>[CH3:7][C:8]1[S:9][C:10]([CH2:13][CH2:14][NH2:15])=[CH:11][CH:12]=1

参加物

6

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 21861327HCID 21861327、化合物

生成物 1

HCID 147881892-(5-Methyl-2-thienyl)ethanamine収率 86%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
0 °C

実験手順

To a suspension of 6.9 g (40.78 mmol) LiAlH4 in 70 mL diethyl ether under nitrogen was added drop wise a solution of 6.9 g (175 mmol) 2-methyl-5-((E)-2-nitro-vinyl)-thiophene in 150 mL diethyl ether at 20 to 25° C. After complete addition the mixture was heated to reflux for 5 h. The mixture was cooled to 0° C. and 28 mL water and 7 mL 5N NaOH and was added. The white solid was filtered, washed with ethyl acetate and the filtrate was concentrated in vacuo. The residue was distilled at reduced pressure to yield 4.98 g (86%) of the title compound as colourless liquid.

後処理

  1. additionAfter complete addition the mixture
  2. temperaturewas heated
  3. temperatureto reflux for 5 h
  4. filtrationThe white solid was filtered
  5. washwashed with ethyl acetate
  6. concentrationthe filtrate was concentrated in vacuo
  7. distillationThe residue was distilled at reduced pressure

出典と根拠

ORDレコード
ord-a31ccd67b0254c508eb4ccbc75eb6021
出典データセット
uspto-grants-2011_11
特許番号
US08067598B2

反応ノート

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