(R)-1,2-Epoxypropane → 2,2-Dimethyl-propionic acid 1-((R)-2-hydroxy-propyl)-piperidin-4-yl ester

HRID 2267706Notes

Reaction equation

HRID 2267706 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([O:7][C:8](=[O:13])[C:9]([CH3:12])([CH3:11])[CH3:10])[CH2:3][CH2:2]1.[CH3:14][C@@H:15]1[CH2:17][O:16]1>C(O)C>[OH:16][C@H:15]([CH3:17])[CH2:14][N:1]1[CH2:6][CH2:5][CH:4]([O:7][C:8](=[O:13])[C:9]([CH3:10])([CH3:12])[CH3:11])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 146261(R)-1,2-EpoxypropaneHCID 57464983Piperidin-4-yl pivalate

Product 1

HCID 675236702,2-Dimethyl-propionic acid 1-((R)-2-hydroxy-propyl)-piperidin-4-yl ester

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of piperidine 52 (2 g, 10.8 mmol) and (R)-2-Methyl-oxirane (3.78 ml, 54 mmol) in 2 ml of ethanol is stirred for 24 hours in a closed flask. The solvent is evaporated and the residue distilled in a Kugelrohr apparatus (0.08 mbar, 75-90 C).

Workup

  1. customThe solvent is evaporated
  2. distillationthe residue distilled in a Kugelrohr apparatus (0.08 mbar, 75-90 C)

Sources & evidence

ORD record
ord-b80cef7a672d4c809f12db9fe0f82215
Source dataset
uspto-grants-2010_12
Patent number
US07858781B2

Reaction notes

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