Hydrochloric Acid → N-Ethyl-4-fluorobenzylamine

HRID 898922ノート

反応式

HRID 898922 の反応式
[F:1][C:2]1[CH:12]=[CH:11][C:5]([CH2:6][NH:7][C:8](=O)[CH3:9])=[CH:4][CH:3]=1.B.Cl>C1COCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][NH:7][CH2:8][CH3:9])=[CH:11][CH:12]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 6331BoraneHCID 3532104N-(4-Fluorobenzyl)acetamide

生成物 1

HCID 4716481N-Ethyl-4-fluorobenzylamine収率 25.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

N-(4-Fluorobenzyl)acetamide (1.344 g, 8.039 mmol) was dissolved in THF (100 ml) and was cooled to zero degrees under argon atmosphere. (Methylthio)methene compound with borane (1:1) (1.527 g, 20.098 mmol) was added and the mixture was refluxed overnight at RT. HCl (15 ml, 10%) was gently added and was stirred overnight. The solvent was removed by evaporation. Diethyl ether (20 ml) was added and the product was extracted to the water phase by K2CO3 (3×15 ml). The water phase was acidified by HCl (10 ml, 10%) and the product was extracted to the organic phase by EtOAc (3×15 ml). The organic phase was dried (MgSO4) and the solvent was removed by evaporation to give 0.309 g of N-(4-fluorobenzyl)ethanamine (yield 25.1%).

後処理

  1. temperaturewas cooled to zero degrees under argon atmosphere
  2. customThe solvent was removed by evaporation
  3. additionDiethyl ether (20 ml) was added
  4. extractionthe product was extracted to the water phase by K2CO3 (3×15 ml)
  5. extractionthe product was extracted to the organic phase by EtOAc (3×15 ml)
  6. dry with materialThe organic phase was dried (MgSO4)
  7. customthe solvent was removed by evaporation

出典と根拠

ORDレコード
ord-53e5602107754c2e8405dd1be097fb73
出典データセット
uspto-grants-2008_04
特許番号
US07351858B2

反応ノート

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