Hydrochloric Acid → N-Ethyl-4-fluorobenzylamine

HRID 898922노트

반응식

HRID 898922 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 4716481N-Ethyl-4-fluorobenzylamine수율 25.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-53e5602107754c2e8405dd1be097fb73
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07351858B2

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