Potassium Carbonate → HCID 22969100, compound

HRID 1278853Notes

Reaction equation

HRID 1278853 reaction equation
[CH:1]([O:4][P:5]([CH:11]1[O:15][CH:14]([CH2:16][O:17]C(=O)C2C=CC=CC=2)[CH:13]([O:26][CH3:27])[CH2:12]1)([O:7][CH:8]([CH3:10])[CH3:9])=[O:6])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+]>CO>[CH:8]([O:7][P:5]([CH:11]1[CH2:12][CH:13]([O:26][CH3:27])[CH:14]([CH2:16][OH:17])[O:15]1)(=[O:6])[O:4][CH:1]([CH3:3])[CH3:2])([CH3:10])[CH3:9]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 22969101HCID 22969101, compound

Product 1

HCID 22969100HCID 22969100, compoundYield 85.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of Benzoic acid 5-(diisopropoxy-phosphoryl)-3-methoxy-tetrahydro-furan-2-ylmethyl ester (266 mg, 0.66 mmol) in methanol (3 mL) was added potassium carbonate (45 mg, 0.33 mmol) and stirred for 5 hours at RT. Dowex acidic resin was added until neutral pH was attained, the reaction mixture filtered and concentrated to give (5-Hydroxymethyl-4-methoxy-tetrahydro-furan-2-yl)-phosphonic acid diisopropyl ester (168 mg, 85%).

Workup

  1. additionDowex acidic resin was added until neutral pH
  2. filtrationthe reaction mixture filtered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-114b5211cc8248418b34b09cf7dedb81
Source dataset
uspto-grants-2002_09
Patent number
US06444656B1

Reaction notes

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