Sodium Hydroxide → HCID 12197948, compound

HRID 400289Notes

Reaction equation

HRID 400289 reaction equation
[OH-].[Na+].[CH2:3]1[O:10][C:9]2[C:5](=[C:6]([Br:16])[S:7][C:8]=2[C:11]([O:13]CC)=[O:12])[O:4]1>CO>[CH2:3]1[O:10][C:9]2[C:5](=[C:6]([Br:16])[S:7][C:8]=2[C:11]([OH:13])=[O:12])[O:4]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12197947HCID 12197947, compound

Product 1

HCID 12197948HCID 12197948, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

NaOH (10%) and MeOH were mixed in the proportion 1:1 (80 mL) and added to 3,4-methylenedioxy-2-bromo-5-ethoxycarbonyl thiophene (1.91 g, 7.00 mmol (Example 77)), and the reaction mixture was heated to 60°-70° C. and kept there for 2h. After cooling, the reaction mixture was filtered and the MeOH of the filtrate was evaporated and water was added. Acidification with 10% HCl precipitated the free acid 3,4-methylenedioxy-2-bromo-5-carboxy thiophene, which was filtered and dried in a desiccator (P2O5), yielding 1.41 g (82%).

Workup

  1. temperaturethe reaction mixture was heated to 60°-70° C.
  2. temperatureAfter cooling
  3. filtrationthe reaction mixture was filtered
  4. customthe MeOH of the filtrate was evaporated
  5. additionwater was added
  6. customAcidification with 10% HCl precipitated the free acid 3,4-methylenedioxy-2-bromo-5-carboxy thiophene, which
  7. filtrationwas filtered
  8. dry with materialdried in a desiccator (P2O5)
  9. customyielding 1.41 g (82%)

Sources & evidence

ORD record
ord-f6811bb00535433f8eaeda44c5541f0b
Source dataset
uspto-grants-1998_10
Patent number
US05827501

Reaction notes

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