Lithium hydroxide, monohydrate → HCID 15293906, compound

HRID 2210569Notes

Reaction equation

HRID 2210569 reaction equation
[C:1]([C:4]1[N:5]=[C:6]([CH2:33][CH2:34][CH3:35])[N:7]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]([C:29]([O:31]C)=[O:30])=[O:28])=[CH:17][CH:16]=2)[C:8]=1[C:9]([O:11]CC)=[O:10])([CH3:3])=[CH2:2].O.[OH-].[Li+]>O1CCOCC1.O>[C:1]([C:4]1[N:5]=[C:6]([CH2:33][CH2:34][CH3:35])[N:7]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]([C:29]([OH:31])=[O:30])=[O:28])=[CH:17][CH:16]=2)[C:8]=1[C:9]([OH:11])=[O:10])([CH3:3])=[CH2:2]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 67625379HCID 67625379, compound

Product 1

HCID 15293906HCID 15293906, compoundYield 84.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

A solution of 279 mg of ethyl 4-isopropenyl-1-[(2'-methoxalylbiphenyl-4-yl)methyl)-2-propylimidazole-5-carboxylate [prepared as described in step (a) above] dissolved in 3 ml of dioxane was mixed with a solution of 123 mg of lithium hydroxide monohydrate dissolved in 3 ml of water, and the resulting mixture was stirred at 80° C. for 5 hours. At the end of this time, the dioxane was removed by distillation under reduced pressure, and 2.94 ml of 1N aqueous hydrochloric acid were added to the residual aqueous solution. The crystals which precipitated were collected by filtration, to give 214 mg of the title compound, melting at 150°-151° C.

Workup

  1. customAt the end of this time, the dioxane was removed by distillation under reduced pressure, and 2.94 ml of 1N aqueous hydrochloric acid
  2. additionwere added to the residual aqueous solution
  3. customThe crystals which precipitated
  4. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-828b2147f7644e5f85232b4e5289ffd7
Source dataset
uspto-grants-1995_10
Patent number
US05459148

Reaction notes

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