Methanol → 3-(3-p-Tolylsulfamoyl-phenyl)-acrylic acid

HRID 2217654Notes

Reaction equation

HRID 2217654 reaction equation
C[O:2][C:3](=[O:23])[CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([S:12](=[O:22])(=[O:21])[NH:13][C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)[CH:7]=1.CO>>[C:17]1([CH3:20])[CH:16]=[CH:15][C:14]([NH:13][S:12]([C:8]2[CH:7]=[C:6]([CH:5]=[CH:4][C:3]([OH:23])=[O:2])[CH:11]=[CH:10][CH:9]=2)(=[O:21])=[O:22])=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 887MethanolHCID 670195113-(3-p-Tolylsulfamoyl-phenyl)-acrylic acid methyl ester

Product 1

HCID 670195353-(3-p-Tolylsulfamoyl-phenyl)-acrylic acidYield 87.5%

Procedure

To a suspension of 3-(3-p-tolylsulfamoyl-phenyl)-acrylic acid methyl ester (4d) (0.89 g, 2.70 mmol) in methanol (12 ml) 1N NaOH solution (8.10 ml, 8.10 mmol) was added and the resultant mixture was stirred at ambient temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The aqueous layer was acidified with 2N HCl solution and stirred for 30 min. The precipitated solid was filtered, washed with water and dried in desiccator over P2O5 to give the title compound as a white solid (0.75 g, 87%).

Workup

  1. additionwas added
  2. customThe reaction mixture was partitioned between ethyl acetate and water
  3. filtrationThe precipitated solid was filtered
  4. washwashed with water
  5. dry with materialdried in desiccator over P2O5

Sources & evidence

ORD record
ord-3eab0695733640dc8000dd89b2cc8e8a
Source dataset
uspto-grants-2008_08
Patent number
US07407988B2

Reaction notes

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