1-Benzyl-3-(2-morpholinoethoxy)pyrrolidine → 4-[2-(Pyrrolidin-3-yloxy)ethyl]morpholine

HRID 839710Notes

Reaction equation

HRID 839710 reaction equation
C([N:8]1[CH2:12][CH2:11][CH:10]([O:13][CH2:14][CH2:15][N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[CH2:9]1)C1C=CC=CC=1.[H][H]>C(O)C>[O:19]1[CH2:18][CH2:17][N:16]([CH2:15][CH2:14][O:13][CH:10]2[CH2:11][CH2:12][NH:8][CH2:9]2)[CH2:21][CH2:20]1

Participants

4

Reactant 2

HCID 130490391-Benzyl-3-(2-morpholinoethoxy)pyrrolidineHCID 178418361HCID 178418361, compound2×

Product 1

HCID 213331654-[2-(Pyrrolidin-3-yloxy)ethyl]morpholine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 30.8 g. (0.106 mole) of 1-benzyl-3-(2-morpholinoethoxy)pyrrolidine in 200 ml. of ethanol containing 10% palladium on charcoal was shaken at 60° C. in about three atmospheres of hydrogen until the theoretical amount of hydrogen was used. Concentration of the cooled filtered solution at reduced pressure gave a quantitative yield of oily product. The structure was confirmed by its nuclear magnetic resonance spectrum.

Workup

  1. filtrationConcentration of the cooled filtered solution at reduced pressure

Sources & evidence

ORD record
ord-9f783192635940a68bd4f7c057f6f238
Source dataset
uspto-grants-1978_06
Patent number
US04096331

Reaction notes

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