Sodium Hydroxide → HCID 21899391, compound

HRID 916489Notes

Reaction equation

HRID 916489 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-ea16918a57134d958f54b3c443abb952
Source dataset
uspto-grants-2007_09
Patent number
US07268158B2

Reaction notes

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