Sodium Hydroxide → HCID 54433463, compound

HRID 1067126Notes

Reaction equation

HRID 1067126 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([C:18]3[CH:23]4[CH2:24][CH:20]([CH2:21][CH2:22]4)[C:19]=3[CH2:25][C:26]3[CH:27]=[C:28]([CH:33]=[CH:34][CH:35]=3)[C:29]([O:31]C)=[O:30])[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.C1COCC1>[C:1]1([C:7]2[N:8]=[C:9]([C:18]3[CH:23]4[CH2:24][CH:20]([CH2:21][CH2:22]4)[C:19]=3[CH2:25][C:26]3[CH:27]=[C:28]([CH:33]=[CH:34][CH:35]=3)[C:29]([OH:31])=[O:30])[O:10][C:11]=2[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 53945533HCID 53945533, compound

Product 1

HCID 54433463HCID 54433463, compoundYield 103.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 3-{[3-(4,5-diphenyloxazol-2-yl)bicyclo[2.2.1]hept-2-en-2-yl]methyl}benzoate (1.0 g) in a mixture of methanol (10 ml) and THF (10 ml) was added 1N-NaOH solution (11 ml). After being stirred for 5 minutes, the solvent was removed in vacuo. The residue was dissolved in a mixture of ethyl acetate and 1N-HCl solution. The organic layer was washed with brine and dried over MgSO4. The solution was evaporated in vacuo to give 3-{[3-(4,5-diphenyloxazol-2-yl)bicyclo[2.2.1]hept-2-en-2-yl]methyl}-benzoic acid (1.0 g).

Workup

  1. customthe solvent was removed in vacuo
  2. dissolutionThe residue was dissolved in a mixture of ethyl acetate and 1N-HCl solution
  3. washThe organic layer was washed with brine
  4. dry with materialdried over MgSO4
  5. customThe solution was evaporated in vacuo

Sources & evidence

ORD record
ord-9293db4bb0fb45988e0f9df3f5b0cf0a
Source dataset
uspto-grants-2001_06
Patent number
US06245790B1

Reaction notes

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