Water → 2-hydroxy-5-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-indan-1-one

HRID 69500Notes

Reaction equation

HRID 69500 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][C:7]([O:11][CH2:12][C@H:13]3[CH2:17][CH2:16][CH2:15][O:14]3)=[CH:8][CH:9]=2)[CH2:4][CH:3]1[O:18]C(=O)C.C(=O)([O-])[O-].[K+].[K+].O>CO>[OH:18][CH:3]1[CH2:4][C:5]2[C:10](=[CH:9][CH:8]=[C:7]([O:11][CH2:12][C@H:13]3[CH2:17][CH2:16][CH2:15][O:14]3)[CH:6]=2)[C:2]1=[O:1]

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 68991904HCID 68991904, compound

Product 1

HCID 689880982-hydroxy-5-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-indan-1-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of acetic acid 1-oxo-5-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-indan-2-yl ester (1.02 g) and potassium carbonate (264 mg) in methanol (1 mL) was stirred at room temperature for 1 h. After adding water it was extracted with dichloromethane, dried over magnesium sulfate and concentrated. In this way the product was obtained with molecular weight 248.28 (C14H16O4); MS (ESI): 249 (M+H+).

Workup

  1. extractionwas extracted with dichloromethane
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated
  4. customIn this way the product was obtained with molecular weight 248.28 (C14H16O4)

Sources & evidence

ORD record
ord-eb16fef3c4844969a757d0d907d475fe
Source dataset
uspto-grants-2014_09
Patent number
US08822495B2

Reaction notes

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