Water → 2-((1-Benzylpiperidin-4-yl)oxy)ethanol

HRID 1389761Notes

Reaction equation

HRID 1389761 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][CH2:15][C:16](OCC)=[O:17])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O>O1CCCC1>[CH2:1]([N:8]1[CH2:9][CH2:10][CH:11]([O:14][CH2:15][CH2:16][OH:17])[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 20295373N-Benzyl-4-(carbethoxymethoxy)-piperidineHCID 21226445Aluminium lithium hydride

Product 1

HCID 202953472-((1-Benzylpiperidin-4-yl)oxy)ethanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of (A) (14 g) in tetrahydrofuran (50 ml) was added to a solution of lithium aluminum hydride (2 g) in tetrahydrofuran (100 ml) under stirring. The mixture was refluxed for 3 hours and finally hydrolyzed by careful addition of water. After removal of inorganic salts by filtration, the filtrate was concentrated to give (B) as a viscous oil.

Workup

  1. customAfter removal of inorganic salts
  2. filtrationby filtration
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-111e5e2951ff4b44a9d5bbc0ede53467
Source dataset
uspto-grants-1981_01
Patent number
US04246262

Reaction notes

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