Ethyl Acetate → HCID 10970791, compound

HRID 357214Notes

Reaction equation

HRID 357214 reaction equation
[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([S:16][CH3:17])=[CH:12][CH:11]=2)[CH:9]=1)=[O:4].C1C=C(Cl)C=C(C(OO)=[O:33])C=1.CCOC(C)=O>C(Cl)Cl.CCCCCC>[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([C:18]2[CH:19]=[CH:20][C:21]([F:24])=[CH:22][CH:23]=2)=[C:8]([C:10]2[CH:11]=[CH:12][C:13]([S:16]([CH3:17])=[O:33])=[CH:14][CH:15]=2)[CH:9]=1)=[O:4]

Participants

6

Reactant 3

HCID 8857Ethyl AcetateHCID 70297m-Chloroperbenzoic acidHCID 54537325HCID 54537325, compound

Product 1

HCID 10970791HCID 10970791, compoundYield 85.5%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8058HexaneSolvent

Procedure

To a solution of 5-(4-fluorophenyl)-4-(4-(methylthio)phenyl)-thiophene-2-carboxylic acid methyl ester (5.60 g) in CH2Cl2 (84.0 mL) at 0° C. was added portionwise m-CPBA 50 to 60% (5.39 g). After TLC showed completion (50% EtOAc in hexane), the reaction mixture was extracted with saturated NaHCO3, dried over Na2SO4, filtered and evaporated to dryness to provide the title compound as a white foam (5.00 g).

Workup

  1. extractionthe reaction mixture was extracted with saturated NaHCO3
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-df21c5432861411093871835fb6d211f
Source dataset
uspto-grants-1998_11
Patent number
US05840746

Reaction notes

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