HCID 70223253, compound → HCID 9819646, compound

HRID 357270Notes

Reaction equation

HRID 357270 reaction equation
CC([NH:5][S:6]([C:9]1[CH:14]=[CH:13][C:12](/[C:15](/[C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)=[C:16](\[CH2:22][CH2:23][OH:24])/[C:17]([O:19]CC)=O)=[CH:11][CH:10]=1)(=[O:8])=[O:7])(C)C>FC(F)(F)C(O)=O>[S:6]([C:9]1[CH:14]=[CH:13][C:12](/[C:15](=[C:16]2/[C:17](=[O:19])[O:24][CH2:23][CH2:22]/2)/[C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)=[CH:11][CH:10]=1)(=[O:7])(=[O:8])[NH2:5]

Participants

3

Reactant 1

HCID 70223253HCID 70223253, compound

Product 1

HCID 9819646HCID 9819646, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 10 g of ethyl (E)-3-(4-(1,1-dimethylethyl)sulfamoylphenyl)-3-(4-fluorophenyl)-2-(2-hydroxyethyl)prop-2-enoate, prepared in example 20, in 50 ml of trifluoroacetic acid is heated under reflux for 16 hours. The solution is evaporated to dryness in vacuo and the residue is taken up into an acetone/diethyl ether mixture. The crystals formed are filtered off and dried to give 5.1 g of (E)-3-[1-(4-sulfamoylphenyl)-1-(4-fluorophenyl)methylene]-2,3,4,5-tetrahydrofuran-2-one as crystals with a melting point of 202° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 16 hours
  3. customThe solution is evaporated to dryness in vacuo
  4. customThe crystals formed
  5. filtrationare filtered off
  6. customdried

Sources & evidence

ORD record
ord-d569e55da9f64425957f6b63eb56d371
Source dataset
uspto-grants-1998_11
Patent number
US05840753

Reaction notes

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