Hydrochloric Acid → 1-Isopropylpiperidin-4-ol

HRID 532477Notes

Reaction equation

HRID 532477 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([OH:7])[CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].Br[CH:15]([CH3:17])[CH3:16].Cl>CO>[CH:15]([N:1]1[CH2:6][CH2:5][CH:4]([OH:7])[CH2:3][CH2:2]1)([CH3:17])[CH3:16]

Participants

6

Procedure

4-piperidinol (2.13 g, 21.1 mmol) was added to methanol (21 mL), and potassium carbonate (5.83 g, 42.2 mmol) and 2-bromopropane (11.2 g, 90.7 mmol) were further added thereto, followed by refluxing for 12 hours while stirring. Then, the reaction mixture was mixed with 2M HCl (40 mL) and extracted three times with dichloromethane (50 mL). The organic layer thus obtained was dried over anhydrous magnesium sulfate, and filtered and distilled under reduced pressure to obtain the title compound (2.2 g) as oil.

Workup

  1. additionwere further added
  2. temperatureby refluxing for 12 hours
  3. extractionextracted three times with dichloromethane (50 mL)
  4. customThe organic layer thus obtained
  5. dry with materialwas dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-1197024de752450bb4b36f5872e92c9e
Source dataset
uspto-grants-2014_10
Patent number
US08853213B2

Reaction notes

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