Sodium Hydroxide → HCID 53902703, compound

HRID 581988Notes

Reaction equation

HRID 581988 reaction equation
[Br:1][C:2]1[C:20]([O:21][CH3:22])=[CH:19][C:5]2[O:6][C:7]([C:14]([O:16]CC)=[O:15])=[C:8]([C:9]([O:11]CC)=[O:10])[C:4]=2[CH:3]=1.[OH-].[Na+]>C(O)C.O>[Br:1][C:2]1[C:20]([O:21][CH3:22])=[CH:19][C:5]2[O:6][C:7]([C:14]([OH:16])=[O:15])=[C:8]([C:9]([OH:11])=[O:10])[C:4]=2[CH:3]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 54286808HCID 54286808, compound

Product 1

HCID 53902703HCID 53902703, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Diethyl 5-bromo-6-methoxybenzo[b]furan-2,3-dicarboxylate (D11) (1.26 g, 3.4 mmoles) in ethanol (20 ml) and water (5 ml) was treated with 20% sodium hydroxide solution (5 ml) and heated under reflux for 3 hrs. The mixture was cooled and the ethanol removed in vacuo. The mixture was acidified to pH1 with hydrochloric acid. Filtration of the solid and drying gave the title compound (D12) (0.91 g, 85%)

Workup

  1. temperatureheated
  2. temperatureunder reflux for 3 hrs
  3. temperatureThe mixture was cooled
  4. customthe ethanol removed in vacuo
  5. filtrationFiltration of the solid
  6. customdrying

Sources & evidence

ORD record
ord-aeef0799da8b4225954284038d5d5535
Source dataset
uspto-grants-1999_07
Patent number
US05922733

Reaction notes

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