Lithium hydroxide, monohydrate → HCID 9955405, compound

HRID 2210565Notes

Reaction equation

HRID 2210565 reaction equation
O.[OH-].[Li+].[OH:4][C:5]([C:8]1[N:9]=[C:10]([CH2:37][CH2:38][CH3:39])[N:11]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]([C:33]([O:35]C)=[O:34])=[O:32])=[CH:21][CH:20]=2)[C:12]=1[C:13]([O:15]CC)=[O:14])([CH3:7])[CH3:6]>O.O1CCOCC1>[OH:4][C:5]([C:8]1[N:9]=[C:10]([CH2:37][CH2:38][CH3:39])[N:11]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]([C:33]([OH:35])=[O:34])=[O:32])=[CH:21][CH:20]=2)[C:12]=1[C:13]([OH:15])=[O:14])([CH3:6])[CH3:7]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 19379000HCID 19379000, compound

Product 1

HCID 9955405HCID 9955405, compoundYield 75.8%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 247 mg of lithium hydroxide monohydrate dissolved in 3 ml of water was added to a solution of 447 mg of ethyl 4-(1-hydroxy-1-methylethyl)-1-[(2'-methoxalylbiphenyl-4-yl)methyl]-2-propylimidazole-5-carboxylate [prepared as described in step (a) above] dissolved in 5 ml of dioxane, and the resulting mixture was stirred at room temperature for 5 hours. At the end of this time, the dioxane in the reaction mixture was removed by evaporation under reduced pressure, and 5.9 ml of 1N aqueous hydrochloric acid were added to the residue. The crystals thus precipitated were collected by filtration and dried in air, to give 310 mg of the title compound, softening at 163° C. and melting at 183°-185° C.

Workup

  1. customAt the end of this time, the dioxane in the reaction mixture was removed by evaporation under reduced pressure, and 5.9 ml of 1N aqueous hydrochloric acid
  2. additionwere added to the residue
  3. customThe crystals thus precipitated
  4. filtrationwere collected by filtration
  5. customdried in air

Sources & evidence

ORD record
ord-094da2d458f44c9d9be6df0745cc49f8
Source dataset
uspto-grants-1995_10
Patent number
US05459148

Reaction notes

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