5-Phenyl-2-benzofurancarboxylic acid → HCID 20329640, compound

HRID 2057960Notes

Reaction equation

HRID 2057960 reaction equation
[C:1]1([C:7]2[CH:8]=[CH:9][C:10]3[O:14][C:13]([C:15]([OH:17])=[O:16])=[CH:12][C:11]=3[CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[Na].[Hg].[OH-].[Na+]>[C:1]1([C:7]2[CH:8]=[CH:9][C:10]3[O:14][CH:13]([C:15]([OH:17])=[O:16])[CH2:12][C:11]=3[CH:18]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 129909085-Phenyl-2-benzofurancarboxylic acid

Product 1

HCID 20329640HCID 20329640, compound

Reagents, catalysts & solvents 2

HCID 9837419Sodium amalgamCatalystHCID 14798Sodium HydroxideSolvent

Procedure

5.0 g of 10C was mixed with 90 ml of 10% sodium hydroxide solution. Sodium amalgam (prepared from 1.5 g of sodium and 50 g of mercury) was added to the stirred mixture over a period of one hour. The mixture was then stirred for 24 hours and allowed to stand at room temperature for an additional 24 hours. The mercury was separated, and he solution was neutralized with dilute hydrochloric acid and extracted with ether. The extract was dried (Na2SO4), concentrated under reduced pressure, and the residue was recrystallized from ethanol to give 2,3-dihydro-5-phenyl-2-benzofurancarboxylic acid (10D), as white crystals, mp: 186°-187° C.

Workup

  1. waitto stand at room temperature for an additional 24 hours
  2. customThe mercury was separated
  3. extractionextracted with ether
  4. dry with materialThe extract was dried (Na2SO4)
  5. concentrationconcentrated under reduced pressure
  6. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-f31d39c1cc3346edae1d8b2ff49c346f
Source dataset
uspto-grants-1980_07
Patent number
US04213999

Reaction notes

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