Sodium Hydroxide → HCID 21899391, compound

HRID 1986409Notes

Reaction equation

HRID 1986409 reaction equation
[Br:1][C:2]1[S:6][C:5]([C:7]([CH3:19])([CH3:18])[C:8]([O:10]CC2C=CC=CC=2)=[O:9])=[CH:4][C:3]=1[CH3:20].[OH-].[Na+]>CO.O>[Br:1][C:2]1[S:6][C:5]([C:7]([CH3:18])([CH3:19])[C:8]([OH:10])=[O:9])=[CH:4][C:3]=1[CH3:20]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 21899392HCID 21899392, compound

Product 1

HCID 21899391HCID 21899391, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A mixture of the benzyl 2-(5-bromo-4-methyl-2-thienyl)-2-methylpropanoate and sodium hydroxide (0.33 g, 8.3 mmol) in methanol (10 ml) and water (2.5 ml) was heated under reflux for 1 hour. The solvent was evaporated and the residue triturated with 1N hydrochloric acid and then extracted with ethyl acetate. The organic layer was separated, dried over magnesium sulfate and then evaporated to leave 2-(5-bromo-4-methyl-2-thienyl)-2-methylpropanoic acid as a yellow gum which was used in the next step without purification.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hour
  3. customThe solvent was evaporated
  4. customthe residue triturated with 1N hydrochloric acid
  5. extractionextracted with ethyl acetate
  6. customThe organic layer was separated
  7. dry with materialdried over magnesium sulfate
  8. customevaporated

Sources & evidence

ORD record
ord-781b53dd0cfe4b3e9e2c67e39aceae0c
Source dataset
uspto-grants-2009_06
Patent number
US07547722B2

Reaction notes

Loading…