Ethanol → Ethyl 7-methoxy-9-oxoxanthene-2-carboxylate

HRID 435999

Reaction equation

HRID 435999 reaction equation
[CH3:1][O:2][C:3]1[CH:16]=[C:15]2[C:6]([O:7][C:8]3[CH:9]=[CH:10][C:11]([C:18]([OH:20])=[O:19])=[CH:12][C:13]=3[C:14]2=[O:17])=[CH:5][CH:4]=1.[CH2:21](O)[CH3:22]>S(=O)(=O)(O)O>[CH3:1][O:2][C:3]1[CH:16]=[C:15]2[C:6]([O:7][C:8]3[CH:9]=[CH:10][C:11]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:12][C:13]=3[C:14]2=[O:17])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 1931602-Carboxy-7-methoxyxanthen-9-one

Product 1

HCID 21455094Ethyl 7-methoxy-9-oxoxanthene-2-carboxylateYield 84%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A mixture of 7-methoxy-9-oxoxanthene-2-carboxylic acid in ethanol (100ml) and concentrated sulfuric acid (10 ml) was refluxed under nitrogen for 24 hours. The reaction mixture was concentrated and cooled. The product, which precipitated, was filtered off and recrystallized from ethanol to give white crystals (2.53g, 84%), mp. 170°-172° C.

Workup

  1. temperaturewas refluxed under nitrogen for 24 hours
  2. concentrationThe reaction mixture was concentrated
  3. temperaturecooled
  4. customThe product, which precipitated
  5. filtrationwas filtered off
  6. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-675d50573a774e7fad237b71e5dc3df1
Source dataset
uspto-grants-1977_02
Patent number
US04007205

Linked notes

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