Reacción #1073281

Ecuación de reacción

NaH

hydroquinone monobenzyl ether

1-bromo-6-methyloctane

→

benzyloxyphenyl 6-methyloctyl ether

Disolventes

N,N-dimethylformamide

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroreaction
2. 2
   workup.WAITwas carried out at room temperature for 6 hours
3. 3
   ExtracciónThe reaction mixture was extracted with ether
4. 4
   LavadoThe ether layer was washed with water, 5% NaOH, water
5. 5
   Secadoa saturated aqueous solution of sodium chloride in sequence and dried
6. 6
   workup.DISTILLATIONthe organic solvent was distilled under reduced pressure
7. 7
   Otroto obtain a crude product
8. 8
   OtroThe crude product was purified
9. 9
   Otroto obtain 24.37 g of an ether compound

Procedimiento

A 100-ml 4-neck flask was charged with 3.74 g of NaH (containing 50% of oil) and 50 ml of N,N-dimethylformamide, and a solution of 15.46 g of hydroquinone monobenzyl ether in 30 ml of N,N-dimethylformamide was added under a nitrogen current over a period of 20 minutes in an ice water bath. After 20 minutes, 16 g of optically active 1-bromo-6-methyloctane was added over a period of 45 minutes, and reaction was carried out at room temperature for 6 hours. The reaction mixture was extracted with ether. The ether layer was washed with water, 5% NaOH, water and a saturated aqueous solution of sodium chloride in sequence and dried, and the organic solvent was distilled under reduced pressure to obtain a crude product. The crude product was purified to obtain 24.37 g of an ether compound.

Fuente