Methanol → HCID 67019637, compound

HRID 226146Notes

Reaction equation

HRID 226146 reaction equation
C[O:2][C:3](=[O:24])[CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([S:12](=[O:23])(=[O:22])[NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[O:20][CH3:21])[CH:7]=1.CO>>[CH3:21][O:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[NH:13][S:12]([C:8]1[CH:7]=[C:6]([CH:5]=[CH:4][C:3]([OH:24])=[O:2])[CH:11]=[CH:10][CH:9]=1)(=[O:22])=[O:23]

Participants

3

Reactant 2

HCID 887MethanolHCID 67019533HCID 67019533, compound

Product 1

HCID 67019637HCID 67019637, compoundYield 92.5%

Procedure

To a suspension of 3-[3-(2-methoxy-phenylsulfamoyl)-phenyl]-acrylic acid methyl ester (14c) (0.42 g, 1.20 mmol) in methanol (5.5 ml) 1N NaOH solution (3.6 ml, 3.60 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 extracted with ethyl acetate. The extract was washed with saturated NaCl and dried (Na2SO4). The solvent was removed and the residue was dried in desiccator over P2O5 to give the title compound as a white solid (0.37 g, 92%).

Workup

  1. additionwas added
  2. customThe reaction mixture was partitioned between ethyl acetate and water
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with saturated NaCl
  5. dry with materialdried (Na2SO4)
  6. customThe solvent was removed
  7. dry with materialthe residue was dried in desiccator over P2O5

Sources & evidence

ORD record
ord-80cca06acf8842d2a1f2c5912971b7d4
Source dataset
uspto-grants-2009_07
Patent number
US07557140B2

Reaction notes

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