Cyclohexanediacetic acid → 3-Azaspiro(5.5)undecane-2,4-dione

HRID 1761268Notes

Reaction equation

HRID 1761268 reaction equation
C(OC(=O)C)(=O)C.C([O-])(=O)C.[NH4+:12].[C:13]1([CH2:23][C:24]([OH:26])=O)([CH2:19][C:20](O)=[O:21])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>>[CH2:16]1[CH2:17][CH2:18][C:13]2([CH2:23][C:24](=[O:26])[NH:12][C:20](=[O:21])[CH2:19]2)[CH2:14][CH2:15]1

Participants

3

Reactant 2

HCID 78061Cyclohexanediacetic acidHCID 131724721Acetic anhydride ammonium acetate

Product 1

HCID 143243-Azaspiro(5.5)undecane-2,4-dione

Procedure

Reaction of a mixture of acetic anhydride/ammonium acetate with 1,1-cyclohexane diacetic acid at 160° C.-170° C., followed by precipitation of the product by gradual cooling and treatment with water/secondary butyl alcohol, and subsequent filtration to yield 3,3-pentamethylene glutarimide;

Workup

  1. customfollowed by precipitation of the product
  2. temperatureby gradual cooling
  3. filtrationtreatment with water/secondary butyl alcohol, and subsequent filtration

Sources & evidence

ORD record
ord-7de42d904d544738ad9a306b8f8f0090
Source dataset
uspto-grants-2005_01
Patent number
US06846950B2

Reaction notes

Loading…