Hydrochloric Acid → 9-Oxo-9H-xanthene-3-carboxylic acid

HRID 1987935Notes

Reaction equation

HRID 1987935 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[C:9](=[O:19])[C:10]3[C:15]([O:16][C:17]=2[CH:18]=1)=[CH:14][CH:13]=[CH:12][CH:11]=3)=[O:4].[OH-].[Na+].Cl>CO>[O:19]=[C:9]1[C:8]2[CH:7]=[CH:6][C:5]([C:3]([OH:4])=[O:2])=[CH:18][C:17]=2[O:16][C:15]2[C:10]1=[CH:11][CH:12]=[CH:13][CH:14]=2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 473475Methyl 9-oxoxanthene-3-carboxylate

Product 1

HCID 4734739-Oxo-9H-xanthene-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 9-oxo-9H-xanthene-3-carboxylic acid methyl ester (3.75 mmol) and 3 N sodium hydroxide (4.12 mmol) in MeOH (30 mL) was heated at reflux for 2 h. The solution was cooled to rt and made acidic with 2 N hydrochloric acid. The mixture was concentrated in vacuo, and then diluted with water. The resultant solid was collected by filtration, washed with water and air-dried to yield the title compound.

Workup

  1. temperatureat reflux for 2 h
  2. concentrationThe mixture was concentrated in vacuo
  3. additiondiluted with water
  4. filtrationThe resultant solid was collected by filtration
  5. washwashed with water
  6. customair-dried

Sources & evidence

ORD record
ord-34f8d46f878f485ba8f91d5c46cf15d4
Source dataset
uspto-grants-2009_06
Patent number
US07553850B2

Reaction notes

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