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

HRID 1790867Notes

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

Reactant 2

HCID 78061Cyclohexanediacetic acid

HCID 131724721Acetic anhydride ammonium acetate

Product 1

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

Procedure

reacting a mixture of acetic anhydride/ammonium acetate with 1,1-cyclohexane-diacetic acid to yield 3,3-pentamethylene glutarimide;

Sources & evidence

ORD record: ord-a18b41a08b20496fb73389522c8f22e3
Source dataset: uspto-grants-2006_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07071356B1

Reaction notes

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