Water → HCID 17991909, compound

HRID 260639Notes

Reaction equation

HRID 260639 reaction equation
Cl[CH2:2][Si:3]([CH3:13])([CH3:12])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[CH:6]=1.[C:14]([O-:17])(=[O:16])[CH3:15].[K+].O>C(O)(=O)C>[C:14]([O:17][CH2:2][Si:3]([CH3:13])([CH3:12])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[CH:6]=1)(=[O:16])[CH3:15]

Participants

5

Reactant 3

HCID 962WaterHCID 517044Potassium AcetateHCID 17991908HCID 17991908, compound

Product 1

HCID 17991909HCID 17991909, compoundYield 40.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Chloromethyldimethyl-3-fluorobenzylsilane (0.85 g, 3.93 mmol) and potassium acetate (0.83 g, 8.45 mmol) are refluxed in acetic acid (10 ml) for 48 hours. The mixture is then cooled, poured into water (50 ml) and extracted with diethyl ether (50 ml). The organic layer is washed with water, brine, dried over MgSO4 and the solvent is removed in vacuo. Chromatography (silica gel, hexane/ether-80/20 affords the title compound as an oil (0.38 g, 40% yield).

Workup

  1. temperatureThe mixture is then cooled
  2. extractionextracted with diethyl ether (50 ml)
  3. washThe organic layer is washed with water, brine
  4. dry with materialdried over MgSO4
  5. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-d2f1511e319a4e79a4898b46b98c0291
Source dataset
uspto-grants-1996_06
Patent number
US05529988

Reaction notes

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