Hydrochloric Acid → 2-(4-Isobutylphenyl)propionamide hydrochloride

HRID 2242923

반응식

HRID 2242923 반응식
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]([CH3:14])[C:12]#[N:13])=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].[ClH:15].C([O:18]CC)C.CO>>[ClH:15].[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([CH:11]([CH3:14])[C:12]([NH2:13])=[O:18])=[CH:9][CH:10]=1)[CH:2]([CH3:4])[CH3:3]

참가 물질

4

반응물 3

HCID 313Hydrochloric AcidHCID 1083742-(4-Isobutylphenyl)propiononitrileHCID 21864698Diethyl ether methanol

생성물 1

HCID 686372982-(4-Isobutylphenyl)propionamide hydrochloride수율 75%

반응 조건

온도
2.5 °C

실험 절차

A solution of 2-(4-isobutylphenyl)propionitrile (0.2 g; 1.07 mmol) in a (1:1) diethyl ether/methyl alcohol mixture (20 mL) is cooled at T=0-5° C. and gaseous HCl is bubbled into the solution for 1 h. Then the temperature is left to arise to r.t. and the mixture stirred overnight. After solvent evaporation under reduced pressure, the crude is dissolved in methyl alcohol (10 mL) and cooled at T=0-5° C. Ammonia is bubbled into for 1 h and the resulting mixture is left stirring overnight at r.t. After solvent evaporation under reduced pressure, the crude is suspended in diethyl ether (15 mL) and left stirring at r.t. for 2 h. The 2-(4-isobutylphenyl)propionamide hydrochloride (I) is isolated by filtration in vacuo as white solid (0.193 g; 0.80 mmol). Yield 75%. 1H-NMR (DMSO-d6): δ 8.80-8.50 (bs, NH3+Cl−); 7.40 (d, 2H, J=7 Hz); 7.15 (d, 2H, J=7 Hz); 3.98 (q, 1H, J=8 Hz); 2.42 (d, 2H, J=8 Hz); 1.90 (m, 1H); 1.57 (d, 3H, J=8 Hz); 0.88 (d, 6H, J=8 Hz).

후처리

  1. customis bubbled into the solution for 1 h
  2. waitThen the temperature is left
  3. customto arise to r.t.
  4. customAfter solvent evaporation under reduced pressure
  5. dissolutionthe crude is dissolved in methyl alcohol (10 mL)
  6. customAmmonia is bubbled into for 1 h
  7. waitthe resulting mixture is left
  8. stirringstirring overnight at r.t
  9. customAfter solvent evaporation under reduced pressure
  10. waitleft
  11. stirringstirring at r.t. for 2 h

출처 및 근거

ORD 기록
ord-6e3f75c614bd4ad4b427931e90a184f6
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07674806B2

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