Sodium Carbonate → HCID 86755140, compound

HRID 377333Notes

Reaction equation

HRID 377333 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([CH2:18][C:19]3[CH2:23][CH2:22][CH2:21][C:20]=3[C:24]3[CH:25]=[C:26]([CH:34]=[CH:35][CH:36]=3)[O:27][CH2:28][C:29]([O:31][CH2:32][CH3:33])=[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.ClC1C=CC=C(C(OO)=[O:45])C=1.C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)Cl>[C:1]1([C:7]2[N:8]=[C:9]([CH2:18][C:19]34[O:45][C:20]3([C:24]3[CH:25]=[C:26]([CH:34]=[CH:35][CH:36]=3)[O:27][CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30])[CH2:21][CH2:22][CH2:23]4)[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 3

HCID 10340Sodium CarbonateHCID 70297m-Chloroperbenzoic acidHCID 54404203Ethyl [3-[2-[(4,5-diphenyloxazol-2-yl)methyl]-1-cyclopenten-1-yl]phenoxy]acetate

Product 1

HCID 86755140HCID 86755140, compoundYield 67.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of ethyl [3-[2-[(4,5-diphenyloxazol-2-yl)methyl]-1-cyclopenten-1-yl]phenoxy]acetate (1.0 g) in methylene chloride (20 ml) were added m-chloroperbenzoic acid (540 mg) and sodium carbonate (330 mg) at room temperature. After being stirred for 4 hours, the mixture was washed with saturated sodium bicarbonate aqueous solution and brine. The dried solvent was evaporated and the residue was purified by column chromatography on silica gel to give ethyl [3-[2-[(4,5-diphenyloxazol-2-yl)methyl]-1,2-epoxycyclopentyl]phenoxy]acetate (700 mg).

Workup

  1. washthe mixture was washed with saturated sodium bicarbonate aqueous solution and brine
  2. customThe dried solvent was evaporated
  3. customthe residue was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-9eb79551a6e04bff9484d340f993bb47
Source dataset
uspto-grants-2000_02
Patent number
US06025375

Reaction notes

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