Lithium hydroxide, monohydrate → 2,3-Dihydro-6-methoxy-3-oxo-1H-indene-5-carboxylic acid

HRID 2100750Notes

Reaction equation

HRID 2100750 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[O:14][CH3:15])[CH2:10][CH2:9][C:8]2=[O:16])=[O:4].O[Li].O>C1COCC1.O>[CH3:15][O:14][C:13]1[CH:12]=[C:11]2[C:7]([C:8](=[O:16])[CH2:9][CH2:10]2)=[CH:6][C:5]=1[C:3]([OH:4])=[O:2]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 57799525HCID 57799525, compound

Product 1

HCID 537374072,3-Dihydro-6-methoxy-3-oxo-1H-indene-5-carboxylic acidYield 90.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

6-Methoxy-3-oxo-indan-5-carboxylic acid methyl ester (4 g, 18.18 mmol) was added to a solution of LiOH.H2O (2.2 g, 54.5 mmol) in THF (40 ml) and H2O (40 ml), then the mixture was heated to reflux and stirred for one hour. After removal of THF, the residue was acidified to PH=3, and the precipitate was collected and dried to give a white solid (3.38 g, 89.8%). LC-MS: m/e 207 (MH+)

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux
  3. customAfter removal of THF
  4. customthe precipitate was collected
  5. customdried

Sources & evidence

ORD record
ord-5dd27c492fec41a382126e7032e88c80
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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