Sodium Hydroxide → HCID 21899391, compound

HRID 720064Notes

Reaction equation

HRID 720064 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. 1H NMR (CDCl3): 2.09 (s, 6H), 2.13 (s, 3H), 6.69 (s, 1H).

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-aa94eecf33364752925b383409fd286a
Source dataset
uspto-grants-2006_11
Patent number
US07132442B2

Reaction notes

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