4-Piperidineethanol → HCID 68987424, compound

HRID 749160Notes

Reaction equation

HRID 749160 reaction equation
[OH:1][CH2:2][CH2:3][CH:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1.Br[CH2:11][CH2:12][O:13][C:14]([CH3:17])([CH3:16])[CH3:15]>CN(C)C=O>[C:14]([O:13][CH2:12][CH2:11][N:7]1[CH2:8][CH2:9][CH:4]([CH2:3][CH2:2][OH:1])[CH2:5][CH2:6]1)([CH3:17])([CH3:16])[CH3:15]

Participants

4

Reactant 2

HCID 739534-PiperidineethanolHCID 123592832-(2-Bromoethoxy)-2-methylpropane

Product 1

HCID 68987424HCID 68987424, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-(2-hydroxyethyl)piperidine (1.94 g, 15 mmol) in dimethylformamide (20 ml) was reacted with 2-(2-bromoethoxy)-2-methylpropane (3.13 g, 17.3 mmol) at 50° C. for 15 hours. The mixture was cooled and the solid removed by filtration. The solid was washed with ethyl acetate and the organics were washed with water, dried (magnesium sulphate) and concentrated to give 2-(1-(2-tert-butoxy ethyl)piperidin-4-yl)ethanol as a yellow oil (2.35 g, 100% yield):

Workup

  1. temperatureThe mixture was cooled
  2. customthe solid removed by filtration
  3. washThe solid was washed with ethyl acetate
  4. washthe organics were washed with water
  5. dry with materialdried (magnesium sulphate)
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-7e37633ad9fa44498f68d74e885622b1
Source dataset
uspto-grants-2008_07
Patent number
US07402585B2

Reaction notes

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