Morpholine → HCID 53964454, compound

HRID 1709635Notes

Reaction equation

HRID 1709635 reaction equation
[C:1]([CH2:9][CH2:10][C:11]([OH:13])=O)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1([N:20]=C=NC2CCCCC2)CCCCC1.[NH:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1>O1CCCC1>[N:29]1([NH:20][C:11](=[O:13])[CH2:10][CH2:9][C:1](=[O:8])[C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1

Participants

5

Reactant 3

HCID 8083MorpholineHCID 10868DicyclohexylcarbodiimideHCID 728713-Benzoylpropionic acid

Product 1

HCID 53964454HCID 53964454, compoundYield 74.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution is prepared containing 17.8 grams (0.1 mole) β-benzoyl-propionic acid in 500 ml of anhydrous tetrahydrofuran. There are then added 20.7 grams (0.1 mole) dicyclohexylcarbodiimide and 9.8 grams (0.2 mole) morpholine. The reactants are reacted at reflux for 30 hrs. The reaction mixture is allowed to cool. The cooled mixture is filtered and the filtrate is concentrated to about one-fifth its initial volume. After vacuum drying, there are obtained 19.5 grams of crystalline N-morpholinyl-β-benzoyl-propionamide having a melting point of 88°-89° C.

Workup

  1. customA solution is prepared
  2. customThe reactants are reacted
  3. temperatureat reflux for 30 hrs
  4. temperatureto cool
  5. filtrationThe cooled mixture is filtered
  6. concentrationthe filtrate is concentrated to about one-fifth its initial volume
  7. customAfter vacuum drying

Sources & evidence

ORD record
ord-2c275ef874e94a8ea1e8bbbe4911a65b
Source dataset
uspto-grants-1990_08
Patent number
US04950669

Reaction notes

Loading…