Carbon Dioxide → HCID 20356639, compound

HRID 2083568Notes

Reaction equation

HRID 2083568 reaction equation
[C:1](O)(=O)[CH2:2][C:3](O)=O.[NH:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1.[CH2:14]=[O:15].[C:16](=[O:18])=[O:17]>O>[O:15]1[CH2:10][CH2:9][N:8]([CH2:1][CH:2]([CH2:3][N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[C:16]([OH:18])=[O:17])[CH2:13][CH2:14]1

Participants

6

Reactant 4

HCID 280Carbon DioxideHCID 712FormaldehydeHCID 867Malonic AcidHCID 8083Morpholine

Product 1

HCID 20356639HCID 20356639, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
20 °C

Procedure

Bis(morpholinomethyl)-acetic acid was prepared conventionally in a flask equipped with a stirrer and reflux condenser by first changing 0.1 moles of malonic acid, 0.2 moles morpholine, and 100 cc water. The contents were warmed to a temperature of about 20° C and then 0.2 moles formaldehyde as a 40% aqueous solution were added to the flask and the reaction commenced. When the evolution of carbon dioxide ceased, the water was removed from the reaction mixture by coupling the flask to a vacuum source and heating to a temperature of about 50° C. The syrupy residue remaining in the flask then was triturated in acetone and the resulting white crystalline solid isolated by filtration. The melting point of the product was about 129°-130° C.

Workup

  1. customequipped with a stirrer
  2. temperaturereflux condenser
  3. customthe water was removed from the reaction mixture
  4. temperatureheating to a temperature of about 50° C
  5. customthen was triturated in acetone
  6. customthe resulting white crystalline solid isolated by filtration
  7. customwas about 129°-130° C.

Sources & evidence

ORD record
ord-2ed2f3f14d84442f8a3778e507db5b99
Source dataset
uspto-grants-1978_04
Patent number
US04086213

Reaction notes

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