Sodium Hydroxide → Benzene, 1-((2-(4-chlorophenyl)-2-methylpropoxy)methyl)-3-(4-methylphenoxy)-

Temperature

80 °C

To 15.0 g of a 50% aqueous solution of NaOH were added 6.0 g of 2-(4-chlorophenyl)-2-methylpropyl alcohol, 8.1 g of 3-(4-methylphenoxy)benzyl chloride and 1.1 g of tetrabutyl ammonium bromide, and the mixture was stirred at 80° C. for 1 hour. The mixture was cooled to room temperature and water was added, and the mixture was extracted with toluene and the toluene extract was washed with water and dried over Na2SO4, and evaporated under reduced pressure, and the obtained crude ether was purified by column chromatography on 250 g of silica gel (1:1 mixed solvent of toluene and n-hexane was used as eluent) to give 9.9 g of the desired ether (the yield was 80% of the theoretical yield).

1. temperatureThe mixture was cooled to room temperature
2. extractionthe mixture was extracted with toluene
3. extractionthe toluene extract
4. washwas washed with water
5. dry with materialdried over Na2SO4
6. customevaporated under reduced pressure
7. customthe obtained crude ether
8. customwas purified by column chromatography on 250 g of silica gel (1:1 mixed solvent of toluene and n-hexane was used as eluent)
9. customto give 9.9 g of the desired ether (the yield was 80% of the
10. customtheoretical yield)

ORD record

ord-03d597e514ce48c4ab81d45effa0604a

Source dataset

uspto-grants-1986_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04570005