Dodecanedioic Acid → HCID 86736591, compound

HRID 972032Notes

Reaction equation

[O:1]1[CH2:21][CH:2]1[CH2:3][N:4]1[C:8](=[O:9])[C:7]2([CH2:14][C:13]([CH3:16])([CH3:15])[N:12]([CH3:17])[C:11]([CH3:19])([CH3:18])[CH2:10]2)[NH:6][C:5]1=[O:20].[CH2:22]([C:35]([OH:37])=[O:36])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][C:32]([OH:34])=[O:33]>C(OCC)(=O)C>[OH:1][CH:2]([CH2:3][N:4]1[C:8](=[O:9])[C:7]2([CH2:14][C:13]([CH3:15])([CH3:16])[N:12]([CH3:17])[C:11]([CH3:19])([CH3:18])[CH2:10]2)[NH:6][C:5]1=[O:20])[CH2:21][O:33][C:32]([CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][C:35]([O:37][CH2:21][CH:2]([OH:1])[CH2:3][N:4]1[C:8](=[O:9])[C:7]2([CH2:10][C:11]([CH3:18])([CH3:19])[N:12]([CH3:17])[C:13]([CH3:16])([CH3:15])[CH2:14]2)[NH:6][C:5]1=[O:20])=[O:36])=[O:34]

Participants

Conditions

Temperature: 180 °C

Procedure

A mixture of 4.4 g of 3-(2,3-epoxypropyl)-7,7,8,9,9-pentamethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione and 1.6 g of 1,10-decanedicarboxylic acid was heated at 180° C. for 3 hours. After completion of the reaction, the reaction mixture was dissolved in ethyl acetate, treated with an aqueous alkaline solution and purified by column chromatography through silica gel eluted first with ethyl acetate, then with a 2:1 by volume mixture of ethyl acetate and methanol. The desired compound was obtained in the form of a white powder, melting point 53°-57° C.

Workup

customAfter completion of the reaction
additiontreated with an aqueous alkaline solution
custompurified by column chromatography through silica gel
washeluted first with ethyl acetate
additionwith a 2:1 by volume mixture of ethyl acetate and methanol

Sources & evidence

ORD record: ord-6b3b2fd114e446b9b5e86b7d5809c6b8
Source dataset: uspto-grants-1979_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04162246

Reaction notes

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