2-ethylhexanoic acid tin(II) salt → p-Dioxanone 2,5-Morpholinedione

HRID 325583

Reaction equation

HRID 325583 reaction equation
[O:1]1[CH2:6][CH2:5][O:4][CH2:3][C:2]1=[O:7].[NH:8]1[C:13](=[O:14])[CH2:12][O:11][C:10](=[O:15])[CH2:9]1.CCCCC(C([O-])=O)CC.CCCCC(C([O-])=O)CC.[Sn+2]>C1(C)C=CC=CC=1>[O:1]1[CH2:6][CH2:5][O:4][CH2:3][C:2]1=[O:7].[NH:8]1[C:13](=[O:14])[CH2:12][O:11][C:10](=[O:15])[CH2:9]1

Participants

5

Reactant 3

HCID 93182-ethylhexanoic acid tin(II) saltHCID 18233DioxanoneHCID 1714329Morpholine-2,5-dione

Product 1

HCID 69494823p-Dioxanone 2,5-Morpholinedione

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

p-Dioxanone (4.0 g, 0.039 moles), 2,5-morpholinedione (0.5 g, 0.0043 moles) and a catalytic amount of stannous octoate (0.22 ml of a 0.0132 M toluene solution, 0.0000029 moles) are heated and magnetically mixed in a flame and vacuum dried, sealed glass ampoule according to the following temperature/time scheme:

Workup

  1. additionmagnetically mixed in
  2. temperaturea flame
  3. customvacuum dried
  4. customsealed glass ampoule

Sources & evidence

ORD record
ord-95e8c813bc214fd5962dbfdcd92da48d
Source dataset
uspto-grants-1984_04
Patent number
US04441496

Linked notes

Loading…