Hydrochloric Acid → 2-Piperidinepropanol

HRID 279234

反応式

HRID 279234 の反応式
[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

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 72922Pyripropanol

生成物 1

HCID 323832-Piperidinepropanol収率 100.1%

試薬・触媒・溶媒 2

HCID 11139377Platinum dioxide monohydrate触媒HCID 962Water溶媒

実験手順

2-(3-Hydroxypropyl)pyridine (5 g, 36.4 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.

後処理

  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

出典と根拠

ORDレコード
ord-eadfa750323f41d1b455a125d043a03e
出典データセット
uspto-grants-2002_03
特許番号
US06362188B1

関連ノート

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