Sodium Hydroxide → 4-(4-(Methylsulfonyl)piperazin-1-yl)phenol

HRID 40701Notes

Reaction equation

HRID 40701 reaction equation
[CH3:1][S:2]([N:5]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[CH:15][C:14]([O:17]S(C)(=O)=O)=[CH:13][CH:12]=2)[CH2:7][CH2:6]1)(=[O:4])=[O:3].[OH-].[Na+]>C(O)(=O)C>[CH3:1][S:2]([N:5]1[CH2:6][CH2:7][N:8]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)[CH2:9][CH2:10]1)(=[O:3])=[O:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15049853Methanesulfonic acid 4-(4-methanesulfonylpiperazin-1-yl)phenyl ester

Product 1

HCID 6400494-(4-(Methylsulfonyl)piperazin-1-yl)phenolYield 106.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Methanesulfonic acid 4-(4-methanesulfonylpiperazin-1-yl)phenyl ester (3.2 g, 9.5 mmol) is placed in 29 ml of a 1N aqueous solution of sodium hydroxide. The reaction medium is stirred at reflux for 48 h. Acetic acid is added at ambient temperature to pH 4. The precipitate formed is filter-dried and washed with water and then dried over P2O5. 2.6 g of expected 4-(4-methanesulfonylpiperazin-1-yl)phenol are obtained.

Workup

  1. temperatureat reflux for 48 h
  2. customThe precipitate formed
  3. customis filter-dried
  4. washwashed with water
  5. dry with materialdried over P2O5

Sources & evidence

ORD record
ord-c853e80b6fa54bec90d31e6ab3be156a
Source dataset
uspto-grants-2013_09
Patent number
US08530477B2

Reaction notes

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