Hydrochloric Acid → 2-Piperidinepropanol

HRID 392504

반응식

HRID 392504 반응식
[OH:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][N:6]=1.Cl>O.[Pt](=O)=O.O>[OH:1][CH2:2][CH2:3][CH2:4][CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][NH:6]1

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 72922Pyripropanol

생성물 1

HCID 323832-Piperidinepropanol수율 100%

시약·촉매·용매 2

HCID 11139377Platinum dioxide monohydrate촉매HCID 962Water용매

실험 절차

2-(3-Hydroxypropyl)pyridine (5 g, 36.44 mmoles) was dissolved in 1N HCl (36.4 mL, 36.4 mmoles) and water (63.6 mL) and platinum (IV) oxide monohydrate (1 g, 4.08 mmoles) was added under an argon atmosphere. The mixture was hydrogenated at 55 psi in a Parr bomb at 25° C. for 96 h. The catalyst was filtered off through Celite® and washed with water. The combined filtrates were treated with BioRad AG1-X8 (OH−) resin until basic. The resin was filtered off and washed with water. The combined filtrates were evaporated to dryness and the product was chromatographed on silica gel using 10% increasing to 20% (10% conc. NH4OH in methanol)-dichloromethane as the eluant to give the title compound (5.22 g, 100%): CIMS: m/z 144.40 (MH+); δC (d6-DMSO) CH2: 24.0, 25.3, 28.8, 31.5, 32.8, 45.9, 60.8; CH: 56.1.

후처리

  1. filtrationThe catalyst was filtered off through Celite®
  2. washwashed with water
  3. additionThe combined filtrates were treated with BioRad
  4. filtrationThe resin was filtered off
  5. washwashed with water
  6. customThe combined filtrates were evaporated to dryness
  7. customthe product was chromatographed on silica gel using 10%
  8. temperatureincreasing to 20% (10% conc. NH4OH in methanol)-dichloromethane as the eluant

출처 및 근거

ORD 기록
ord-29408e08463840d98cc7ff33f200c74d
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06800636B2

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