Sodium Hydroxide → HCID 22916367, compound

HRID 1376339Notes

Reaction equation

HRID 1376339 reaction equation
C([O:3][C:4]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][N:16]1[C:20]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[C:19]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[N:18]=[C:17]1[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:5])C.[OH-].[Na+]>>[C:4]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][N:16]1[C:20]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)=[C:19]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[N:18]=[C:17]1[C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1)([OH:5])=[O:3]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 22916363HCID 22916363, compound

Product 1

HCID 22916367HCID 22916367, compound

Procedure

1-(10-Ethoxycarbonyldecyl)-2,4,5-triphenylimidazole (1.3 g) was reacted with 2N sodium hydroxide in a method similar to Example 10 to give, after colnmn chromatography on silica gel eluted with a dichloro-methane:methanol gradient and recrystallisation from ethyl acetate/hexane, 1-(10-carboxydecyl)-2,4,5-triphenylimidazole (0.25 g, 19.2%) as a cream solid, m.p. 76°-78°; Found: C, 79.68%; H, 7.56%; N, 5.78%; C32H36N2O2 requires: C, 79.96%; H, 7.55; N, 5.83%.

Workup

  1. customto give
  2. washafter colnmn chromatography on silica gel eluted with a dichloro-methane
  3. custommethanol gradient and recrystallisation from ethyl acetate/hexane, 1-(10-carboxydecyl)-2,4,5-triphenylimidazole (0.25 g, 19.2%) as a cream solid, m.p. 76°-78°

Sources & evidence

ORD record
ord-6e67a52ac0fc48db94941320c17a3048
Source dataset
uspto-grants-1997_09
Patent number
US05663053

Reaction notes

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