1-Dodecanol → p-Dioxanone 2,5-Morpholinedione

HRID 325581Notes

Reaction equation

HRID 325581 reaction equation
[NH:1]1[C:6](=[O:7])[CH2:5][O:4][C:3](=[O:8])[CH2:2]1.C(O)CCCCCCCCCCC.CCCCC(C([O-])=O)CC.CCCCC(C([O-])=O)CC.[Sn+2]>C1(C)C=CC=CC=1>[O:4]1[CH2:5][CH2:6][O:7][CH2:2][C:3]1=[O:8].[NH:1]1[C:6](=[O:7])[CH2:5][O:4][C:3](=[O:8])[CH2:2]1

Participants

5

Reactant 3

HCID 81931-DodecanolHCID 93182-ethylhexanoic acid tin(II) saltHCID 1714329Morpholine-2,5-dione

Product 1

HCID 69494823p-Dioxanone 2,5-Morpholinedione

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

P-Dioxanone (255.4 g, 2.504 moles), 2.5-morpholinedione (12.0 g, 0.104 moles), 1-dodecanol (0.763 g, 0.00409 moles) and a catalytic amount of stannous octoate (0.525 ml of a 0.33 M toluene solution, 0.000173 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-9ef56cbfff604edeaaea4adac71da837
Source dataset
uspto-grants-1984_04
Patent number
US04441496

Reaction notes

Loading…