Hydrochloric Acid → 2-Phenylpropylamine hydrochloride

HRID 1611077

반응식

HRID 1611077 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 (12M) hydrochloric acid (613 g, 5.6 mole). The mixture was stirred rapidly and pressurized to 89.7-92.7 psi (618.46-639.15 kPa) 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 precipitate 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-7f657b695c5c487b864a9bf83c8f1e9f
출처 데이터셋
uspto-grants-2006_01
특허 번호
US06984756B2

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