Water → 2-(1-Methylpiperidin-4-yl)ethan-1-ol

HRID 495483Notes

Reaction equation

HRID 495483 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].C[O:8][C:9](=O)[CH2:10][CH:11]1[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH2:12]1.O.[OH-].[Na+]>C1COCC1>[CH3:17][N:14]1[CH2:15][CH2:16][CH:11]([CH2:10][CH2:9][OH:8])[CH2:12][CH2:13]1

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 19425952Methyl 2-(1-methylpiperidin-4-yl)acetateHCID 21226445Aluminium lithium hydride2×

Product 1

HCID 154348352-(1-Methylpiperidin-4-yl)ethan-1-ol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

LAH (2.25 g, 59.3 mmol) was slowly added to 150 mL of THF. (1-Methyl-piperidin-4-yl)-acetic acid methyl ester (Step B) in 30 mL of THF was added dropwise to the LAH in THF and the resulting mixture was stirred for 4 h. Water (2.26 mL), 2.26 mL of 15% NaOH and 6.78 mL of water were carefully added and stirring was continued for 30 min. The mixture was filtered through Celite®, the solids were washed with EtOAc and the filtrate was evaporated, giving 2-(1-methyl-piperidin-4-yl)-ethanol as a yellow oil.

Workup

  1. stirringstirring
  2. waitwas continued for 30 min
  3. filtrationThe mixture was filtered through Celite®
  4. washthe solids were washed with EtOAc
  5. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-b9be69e4d94d46c6979952feb40c4dd5
Source dataset
uspto-grants-2005_09
Patent number
US06939874B2

Reaction notes

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