Adipic Acid → HCID 86738789, compound

HRID 1758206Notes

Reaction equation

HRID 1758206 reaction equation
[O:1]1[CH2:28][CH:2]1[CH2:3][N:4]1[C:23]([CH3:25])([CH3:24])[CH2:22][C:7]2([NH:11][C:10](=[O:12])[N:9]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[C:8]2=[O:21])[CH2:6][C:5]1([CH3:27])[CH3:26].[C:29]([OH:38])(=[O:37])[CH2:30][CH2:31][CH2:32][CH2:33][C:34]([OH:36])=[O:35]>C1(C)C(C)=CC=CC=1>[OH:1][CH:2]([CH2:3][N:4]1[C:5]([CH3:26])([CH3:27])[CH2:6][C:7]2([NH:11][C:10](=[O:12])[N:9]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[C:8]2=[O:21])[CH2:22][C:23]1([CH3:25])[CH3:24])[CH2:28][O:35][C:34](=[O:36])[CH2:33][CH2:32][CH2:31][CH2:30][C:29]([O:38][CH2:28][CH:2]([OH:1])[CH2:3][N:4]1[C:23]([CH3:25])([CH3:24])[CH2:22][C:7]2([NH:11][C:10](=[O:12])[N:9]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[C:8]2=[O:21])[CH2:6][C:5]1([CH3:26])[CH3:27])=[O:37]

Participants

4

Reactant 2

HCID 196Adipic AcidHCID 20481860HCID 20481860, compound

Product 1

HCID 86738789HCID 86738789, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 4.3 g of 8-(2,3-epoxypropyl)-7,7,9,9-tetramethyl-3-octyl-1,3,8-triazaspiro[4.5]decane-2,4-dione and 0.74 g of adipic acid in 20 ml of xylene was refluxed for 16 hours. After completion of the reaction, the xylene was distilled from the reaction mixture in vacuo and the residue was purified by column chromatography through silica gel eluted with ethyl acetate, giving the desired Compound No. 328 in the form of a pale yellow oil. The compound had an Rf value of 0.46 on thin-layer chromatography when developed with ethyl acetate.

Workup

  1. temperaturewas refluxed for 16 hours
  2. customAfter completion of the reaction
  3. distillationthe xylene was distilled from the reaction mixture in vacuo
  4. customthe residue was purified by column chromatography through silica gel
  5. washeluted with ethyl acetate

Sources & evidence

ORD record
ord-caff2a22351a4f46a7f7eb646cde5bf9
Source dataset
uspto-grants-1983_02
Patent number
US04371644

Reaction notes

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