Sodium Hydroxide → HCID 45413499, compound

HRID 2365579Notes

Reaction equation

HRID 2365579 reaction equation
C[O:2][C:3](=[O:23])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([S:12](=[O:22])(=[O:21])[N:13]([CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)[CH3:14])[CH:5]=1.[OH-].[Na+]>O1CCOCC1>[CH:15]1([N:13]([CH3:14])[S:12]([C:6]2[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=2[O:10][CH3:11])[C:3]([OH:23])=[O:2])(=[O:22])=[O:21])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 670869683-(Cyclohexyl-methyl-sulfamoyl)-4-methoxy-benzoic acid methyl ester

Product 1

HCID 45413499HCID 45413499, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 3-(Cyclohexyl-methyl-sulfamoyl)-4-methoxy-benzoic acid methyl ester (1.50 g, 4.39 mmol) in 1,4 dioxane (40 ml) is treated with 2 N NaOH (10 ml) and the resulting solution is stirred at room temperature for 21 hours. The solvent is removed in vacuo and ice cold 2 N HCl (25 ml) is added and the white solid which forms is extracted into DCM (150 ml). The organic layer is washed with water, dried (MgSO4) and the solvent removed in vacuo to yield the title compound as a white solid; [M−1]+ 326.

Workup

  1. customThe solvent is removed in vacuo and ice cold 2 N HCl (25 ml)
  2. additionis added
  3. extractionthe white solid which forms is extracted into DCM (150 ml)
  4. washThe organic layer is washed with water
  5. dry with materialdried (MgSO4)
  6. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-177c3ece494548afa5ffa6a22c321594
Source dataset
uspto-grants-2014_04
Patent number
US08697687B2

Reaction notes

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