Lithium Hydroxide → HCID 58011978, compound

HRID 660905Notes

Reaction equation

HRID 660905 reaction equation
C[O:2][C:3](=[O:18])[CH2:4][N:5]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)[NH:7][C:6]1=[O:17].[OH-].[Li+]>CO>[Cl:16][C:13]1[CH:14]=[CH:15][C:10]([C:8]2[NH:7][C:6](=[O:17])[N:5]([CH2:4][C:3]([OH:18])=[O:2])[CH:9]=2)=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 58012289HCID 58012289, compound

Product 1

HCID 58011978HCID 58011978, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

770 mg (2.89 mmol) of methyl[4-(4-chlorophenyl)-2-oxo-2,3-dihydro-1H-imidazol-1-yl]-acetate from Example 232A are placed in 20 ml methanol, treated with 5.8 ml of 1 M aqueous lithium hydroxide solution and stirred for 18 hrs at room temperature. The methanol is then removed on the rotary evaporator and the residue is acidified with 1 N hydrochloric acid. The resulting precipitate is filtered off at the pump, washed with water and dried under high vacuum. 690 mg (94% of theory) of the target compound are thus obtained.

Workup

  1. customThe methanol is then removed on the rotary evaporator
  2. filtrationThe resulting precipitate is filtered off at the pump
  3. washwashed with water
  4. customdried under high vacuum
  5. custom690 mg (94% of theory) of the target compound are thus obtained

Sources & evidence

ORD record
ord-9b6c72b56bb34de180c21428ec7f0917
Source dataset
uspto-grants-2011_12
Patent number
US08084481B2

Reaction notes

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