Potassium Hydroxide → HCID 21387645, compound

HRID 1833848Notes

Reaction equation

HRID 1833848 reaction equation
[OH-].[K+].[CH3:3][C:4]1[CH:20]=[CH:19][CH:18]=[CH:17][C:5]=1[C:6]([C:8]1[O:12][C:11]([C:13]([O:15]C)=[O:14])=[CH:10][CH:9]=1)=[O:7].[OH-].[Na+]>O.CO>[CH3:3][C:4]1[CH:20]=[CH:19][CH:18]=[CH:17][C:5]=1[C:6]([C:8]1[O:12][C:11]([C:13]([OH:15])=[O:14])=[CH:10][CH:9]=1)=[O:7]

Participants

6

Reactant 3

HCID 14797Potassium HydroxideHCID 14798Sodium HydroxideHCID 21387718HCID 21387718, compound

Product 1

HCID 21387645HCID 21387645, compoundYield 96.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

A warm solution of potassium hydroxide (28 g.) in water (60 ml.) and methanol (120 ml.) was added to a warm solution of methyl 5-(2-methylbenzoyl)-2-furoate [prepared as described in (c) above; 110 g.] in methanol (550 ml.) and the mixture was allowed to stand at ambient temperature for 1 hour. The solution was then basified by the addition of 2N aqueous sodium hydroxide solution (50 ml.) and allowed to stand at ambient temperature overnight. The alkaline solution thus obtained was evaporated to dryness and the residue was dissolved in water. The aqueous solution was magnetically stirred whilst it was made strongly acid by the addition of concentrated hydrochloric acid. The precipitate was collected and washed with water to give 5-(2-methylbenzoyl)-2-furoic acid (100.5 g.), m.p. 155°-157° C.

Workup

  1. waitto stand at ambient temperature overnight
  2. customThe alkaline solution thus obtained
  3. customwas evaporated to dryness
  4. dissolutionthe residue was dissolved in water
  5. additionby the addition of concentrated hydrochloric acid
  6. customThe precipitate was collected
  7. washwashed with water

Sources & evidence

ORD record
ord-17bcc5f3d6da486bb7efadc997e5834c
Source dataset
uspto-grants-1978_01
Patent number
US04067723

Reaction notes

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