Carbon Dioxide → Ethyl 2-(morpholin-3-yl)acetate

HRID 1048854Notes

Reaction equation

HRID 1048854 reaction equation
[C:1]([O:7][CH2:8][CH3:9])(=[O:6])[CH2:2][C:3]([O-])=O.[CH2:10]([N:12](CC)CC)[CH3:11].[C:17](=O)=[O:18]>>[NH:12]1[CH2:10][CH2:11][O:18][CH2:17][CH:3]1[CH2:2][C:1]([O:7][CH2:8][CH3:9])=[O:6]

Participants

4

Reactant 3

HCID 280Carbon DioxideHCID 8471TriethylamineHCID 3595298Propanedioic acid, monoethyl ester

Product 1

HCID 11789040Ethyl 2-(morpholin-3-yl)acetate

Procedure

To a solution of monoethyl malonate (0.12 mol) and triethylamine (0.12 mol) acetonitrile (40 mL) and Step-1 intermediate was added (0.02 mol). The mixture was heated to a sufficient temperature to cause considerable evolution of CO2 gas. After 5 h, the solution was concentrated under reduced pressure. The residue was treated with 30% aqueous K2CO3 solution and extracted with diethyl ether, dried over Na2SO4 and concentrated to get the title compound.

Workup

  1. temperatureThe mixture was heated to a sufficient temperature
  2. concentrationthe solution was concentrated under reduced pressure
  3. additionThe residue was treated with 30% aqueous K2CO3 solution
  4. extractionextracted with diethyl ether
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-094cb3df5a6047169421cde1b6eff17e
Source dataset
uspto-grants-2016_07
Patent number
US09382216B2

Reaction notes

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