Hydrochloric Acid → 2-Phenylpropylamine hydrochloride

HRID 392922

반응식

HRID 392922 반응식
O.[C:2]1([CH:8]([CH3:11])[C:9]#[N:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:12].[H][H]>C(O)C>[ClH:12].[C:2]1([CH:8]([CH3:11])[CH2:9][NH2:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 157612-PhenylpropionitrileHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 893322-Phenylpropylamine hydrochloride수율 76.2%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
57 °C

실험 절차

To an autoclave hydrogenation apparatus under nitrogen was charged water-wet 5% palladium on carbon (453 g), ethanol (6.36 L), 2-phenylpropionitrile (636 g, 4.85 moles) and finally concentrated (12 M) hydrochloric acid (613 g, 5.6 mole). The mixture was stirred rapidly and pressurized to 75-78 psi with hydrogen. The mixture was then heated to 50-64° C. for 3 hours. 1H NMR analysis of an aliquot showed less than 5% starting material. The reaction mixture was depressurized and filtered to afford two lots of filtrate that were concentrated under reduced pressure to ˜400 mL each. To each lot was added methyl tert-butyl ether (MTBE) (2.2 L each) and the precipitated solids were allowed to stir overnight. Each lot was filtered and the collected solids were each washed with fresh MTBE (100 mL) and dried overnight. The lots were combined to afford 2-phenyl-1-propylamine HCl (634.4 g, 76.2%) as a white powder.

후처리

  1. filtrationfiltered
  2. customto afford two lots of filtrate that
  3. concentrationwere concentrated under reduced pressure to ˜400 mL each
  4. additionTo each lot was added methyl tert-butyl ether (MTBE) (2.2 L each)
  5. stirringto stir overnight
  6. filtrationEach lot was filtered
  7. washeach washed with fresh MTBE (100 mL)
  8. customdried overnight

출처 및 근거

ORD 기록
ord-0c158c1dc2bd467394f277adf0496885
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06803484B2

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