Sodium Hydroxide → HCID 9802285, compound

HRID 1067122Notes

Reaction equation

HRID 1067122 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([C:18]3[CH:19]([CH2:23][C:24]4[CH:25]=[C:26]([CH:31]=[CH:32][CH:33]=4)[C:27]([O:29]C)=[O:28])[CH2:20][CH2:21][CH:22]=3)[O:10][C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>CO>[C:1]1([C:7]2[N:8]=[C:9]([C:18]3[CH:19]([CH2:23][C:24]4[CH:25]=[C:26]([CH:31]=[CH:32][CH:33]=4)[C:27]([OH:29])=[O:28])[CH2:20][CH2:21][CH:22]=3)[O:10][C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 21196478HCID 21196478, compound

Product 1

HCID 9802285HCID 9802285, compoundYield 91.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a methanol solution (7 ml) of methyl 3-{[2-(4,5-diphenyloxazol-2-yl)-2-cyclopenten-1-yl]methyl}benzoate (1.15 g) was added 1N aqueous sodium hydroxide solution (4 ml). The solution was stirred overnight at room temperature. The solvent was evaporated in vacuo and the residue was partitioned between ethyl acetate and 1N hydrochloric acid. The organic layer was washed with brine. After dried over MgSO4, the organic solvent was evaporated in vacuo to afford 3-{[2-(4,5-diphenyloxazol-2-yl)-2-cyclopenten-1-yl]methyl}-benzoic acid (1.02 g).

Workup

  1. customThe solvent was evaporated in vacuo
  2. customthe residue was partitioned between ethyl acetate and 1N hydrochloric acid
  3. washThe organic layer was washed with brine
  4. dry with materialAfter dried over MgSO4
  5. customthe organic solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-ccbd4f3f66ca43f98f70e16fef8cb30f
Source dataset
uspto-grants-2001_06
Patent number
US06245790B1

Reaction notes

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