Potassium Hydroxide → HCID 14180954, compound

HRID 1722421Notes

Reaction equation

HRID 1722421 reaction equation
[CH3:1][S:2]([NH:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14]([O:16]CC)=[O:15])=[CH:9][CH:8]=1)(=[O:4])=[O:3].[OH-].[K+]>C(O)C.O>[CH3:1][S:2]([NH:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14]([OH:16])=[O:15])=[CH:9][CH:8]=1)(=[O:4])=[O:3]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 20028652HCID 20028652, compound

Product 1

HCID 14180954HCID 14180954, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of ethyl 4-[[(methylsulphonyl)amino]methyl]benzeneacetate (3.1 g) and 1M KOH (22 ml) in ethanol (50 ml) was stirred at room temperature for 3 h and evaporated in vacuo to leave an off-white solid. This solid was dissolved in water (50 ml) and washed with EA (2×50 ml). The organic extract was discarded and the aqueous layer was acidified (pH1) with 5M hydrochloric acid (about 10 ml) to precipitate the title compound (2.54 g) as a white solid m.p. 167°-169°.

Workup

  1. customevaporated in vacuo
  2. customto leave an off-white solid
  3. washwashed with EA (2×50 ml)
  4. extractionThe organic extract
  5. customto precipitate the title compound (2.54 g) as a white solid m.p. 167°-169°

Sources & evidence

ORD record
ord-9b4030efb73046d4954e2a145c2a3cae
Source dataset
uspto-grants-1989_08
Patent number
US04855314

Reaction notes

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