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2-(2-Chloro-4-fluorophenyl)acetamide → 2-(2-Chloro-4-fluorophenyl)ethan-1-amine

HRID 1021455
ノート
印刷プレビュー

反応式

HRID 1021455 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH2:9][C:10]([NH2:12])=O.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH2:9][CH2:10][NH2:12]
参加物反応条件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 27737162-(2-Chloro-4-fluorophenyl)acetamideHCID 21226445Aluminium lithium hydride

生成物 1

HCID 218881112-(2-Chloro-4-fluorophenyl)ethan-1-amine収率 16.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

2-(2-chloro-4-fluorophenyl)acetamide (400 mg, 2.13 mmol) was diluted with THF (2 mL), placed under nitrogen and cooled to 0° C. LAH (4264 μL, 4.26 mmol) was added dropwise and the reaction was refluxed for 3 hours. The reaction was cooled to 0° C. and quenched with 160 μL of water, 160 μL of 15% NaOH, and 530 μL of water. After stirring for 30 minutes the reaction was filtered and concentrated. The material was purified using a biotage 25 column eluting with 2% NH4OH/10% methanol/DCM to yield 2-(2-chloro-4-fluorophenyl)ethanamine (60 mg, 0.346 mmol, 16.2% yield).

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート

後処理

  1. temperaturethe reaction was refluxed for 3 hours
  2. temperatureThe reaction was cooled to 0° C.
  3. customquenched with 160 μL of water, 160 μL of 15% NaOH, and 530 μL of water
  4. filtrationwas filtered
  5. concentrationconcentrated
  6. customThe material was purified
  7. washeluting with 2% NH4OH/10% methanol/DCM

出典と根拠

ORDレコード
ord-79a03e1d441d4379aea43d48f61b1a42
出典データセット
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08716498B2

反応ノート

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