Lithium Hydroxide → HCID 22218187, compound

HRID 843614Notes

Reaction equation

HRID 843614 reaction equation
[CH3:1][S:2]([CH2:5][C:6](=[CH2:11])[C:7]([O:9]C)=[O:8])(=[O:4])=[O:3].[OH-].[Li+].S([O-])(O)(=O)=O.[K+]>O1CCCC1.O>[CH3:1][S:2]([CH2:5][C:6](=[CH2:11])[C:7]([OH:9])=[O:8])(=[O:4])=[O:3]

Participants

6

Reactant 3

HCID 3939Lithium HydroxideHCID 516920Potassium bisulfateHCID 22218188Methyl 2-[(methanesulfonyl)methyl]prop-2-enoate

Product 1

HCID 22218187HCID 22218187, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of methyl 2-(methylsulfonylmethyl)acrylate (970 mg, 5.44 mmol) in 15 mL of tetrahydrofuran was treated with a solution of lithium hydroxide (270 mg, 6.4 mmol) in 7 mL of water. The solution was stirred at room temperature for 5 m and then acidified to pH=1 with 1 N aqueous potassium hydrogen sulfate and the solution extracted three times with ethyl acetate. The combined ethyl acetate solution was dried over anhydrous magnesium sulfate, filtered, and concentrated to give 793 mg, 89% of 2-(methylsulfonylmethyl)acrylic acid, mp 147-149 0° C.

Workup

  1. extractionthe solution extracted three times with ethyl acetate
  2. dry with materialThe combined ethyl acetate solution was dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-c44c3fde321d4f6c87863d7e77bf2cd0
Source dataset
uspto-grants-2002_04
Patent number
US06380188B1

Reaction notes

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