HCID 57421405, compound → 3-(oxan-2-yloxy)pyrrolidine

HRID 641936Notes

Reaction equation

HRID 641936 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH:8]1[CH2:12][CH2:11][N:10](C(OCC2C=CC=CC=2)=O)[CH2:9]1>CO.[Pd]>[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH:8]1[CH2:12][CH2:11][NH:10][CH2:9]1

Participants

4

Reactant 1

HCID 57421405HCID 57421405, compound

Product 1

HCID 64876053-(oxan-2-yloxy)pyrrolidine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Into a 250 mL round bottom flask was placed a solution of benzyl 3-(tetrahydro-2H-pyran-2-yloxy)pyrrolidine-1-carboxylate (15 g, 44.26 mmol) and Pd/C (2.3 g) in CH3OH (absolute) (100 mL). Hydrogen gas was bubbled. The resulting solution was allowed to react, with stirring, for 2 hours while the temperature was maintained at room temperature. A filtration was performed. The filtrate was concentrated by evaporation under vacuum using a rotary evaporator. This resulted in 5.6 g (67%) of 3-(tetrahydro-2H-pyran-2-yloxy)pyrrolidine as a yellow liquid.

Workup

  1. customInto a 250 mL round bottom flask was placed
  2. customHydrogen gas was bubbled
  3. customto react
  4. filtrationA filtration
  5. concentrationThe filtrate was concentrated by evaporation under vacuum
  6. customa rotary evaporator
  7. customThis resulted in 5.6 g (67%) of 3-(tetrahydro-2H-pyran-2-yloxy)pyrrolidine as a yellow liquid

Sources & evidence

ORD record
ord-dcf3638e51724618ada8135a6404cd46
Source dataset
uspto-grants-2010_04
Patent number
US07696229B2

Reaction notes

Loading…