Potassium Hydroxide → 99517-24-5

HRID 1681858Notes

Reaction equation

HRID 1681858 reaction equation
[C:1]([C:5]1[C:10]2[O:11][CH:12]=[CH:13][C:9]=2[CH:8]=[C:7]([Cl:14])[CH:6]=1)([O:3]C)=[O:2].[OH-].[K+]>CO>[Cl:14][C:7]1[CH:6]=[C:5]([C:1]([OH:3])=[O:2])[C:10]2[O:11][CH:12]=[CH:13][C:9]=2[CH:8]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 14838646HCID 14838646, compound

Product 1

HCID 1483864799517-24-5Yield 94.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 7-carbomethoxy-5-chlorobenzo[b]furan (6c) (3.02 g, 14.3 mmol) containing potassium hydroxide (3.22 g) in 100 ml of aqueous methanol (CH3OH/H2O=3/2) was stirred at room temperature overnight. The mixture was concentrated under reduced pressure. The residue was acidified with conc. HCl to pH of about 1, cooled in freezer for several hours and filtered to give 7c as an off-white solid (2.65 g, 94.3%), mp 212°-215° C. NMR (DMSO-d6) δ8.0-6.87 (m, 5H, aromatic protons and OH).

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. temperaturecooled in freezer for several hours
  3. filtrationfiltered

Sources & evidence

ORD record
ord-79da8bb4341746ca9fc90baff57ee9e6
Source dataset
uspto-grants-1992_12
Patent number
US05175173

Reaction notes

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