Reaktion #92801

Reaktionsgleichung

4-(benzyloxy)benzoic acid

4-(hexyloxy)phenol

N,N′-dicyclohexylcarbodiimide

water

→

4-(hexyloxy)phenyl 4-(benzyloxy)benzoate

Ausbeute 70.3%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationthe resulting liquid was filtered
2. 2
   Sonstigeto remove insoluble matters
3. 3
   SonstigeThereafter, the obtained solution was subjected to separation operation
4. 4
   Waschenthe resulting methylene chloride solution was washed with a saturated aqueous sodium chloride solution
5. 5
   Trocknendried over magnesium sulfate
6. 6
   workup.DISTILLATIONAfter methylene chloride was distilled off
7. 7
   Waschenthe resulting solid matter was washed with methanol

Vorschrift

4-(benzyloxy)benzoic acid (20.0 g, 87.6 mmol), 4-(hexyloxy)phenol (17.0 g, 87.6 mmol), N,N′-dicyclohexylcarbodiimide (21.7 g, 105 mmol) and 4-dimethylaminopyridine (535 mg, 4.38 mmol) were dissolved in 300 mL of methylene chloride. The resulting solution was stirred for 3 hours at room temperature. Then, 300 mL of pure water was added thereto, and then the resulting liquid was filtered to remove insoluble matters. Thereafter, the obtained solution was subjected to separation operation, and the resulting methylene chloride solution was washed with a saturated aqueous sodium chloride solution and dried over magnesium sulfate. After methylene chloride was distilled off, the resulting solid matter was washed with methanol. Thereby, a white solid compound, 4-(hexyloxy)phenyl 4-(benzyloxy)benzoate (24.9 g) was obtained.

Quelle