Phenol → Methoxymethoxybenzene

Under an ice bath, about 200 g of phenol and about 256 g of chloromethyl methyl ether were mixed and stirred in about 2 L of methylene chloride (MC), and about 740 ml of diisopropylethylamine (DIPEA) was gradually dropped. Next, the ice bath was removed and a temperature was increased, and then a synthesis reaction (see Equation 1 below) was performed while stirring for about 12 hours at room temperature. Next, distilled water was added in a reaction mixed liquid to complete the synthesis reaction and to extract an organic phase. Next, the organic phase was washed using about 0.5 N of HCl aqueous solution, distilled water, about 1 N of NaOH aqueous solution, and distilled water in the stated order, and then dried using magnesium sulphate. Next, the organic phase was filtered and concentrated to obtain about 240 g (a yield: about 81.7%) of methoxymethoxybenzene, and a structure of the methoxymethoxybenzene was observed by 1H-NMR (see FIG. 1):

1. customNext, the ice bath was removed
2. temperaturea temperature was increased
3. customa synthesis reaction (see Equation 1 below)
4. distillationNext, distilled water
5. additionwas added in a reaction
6. additionmixed liquid
7. customthe synthesis reaction
8. extractionto extract an organic phase
9. washNext, the organic phase was washed
10. distillationdistilled water, about 1 N of NaOH aqueous solution
11. distillationdistilled water in the stated order
12. customdried
13. filtrationNext, the organic phase was filtered
14. concentrationconcentrated

ORD record

ord-25ed8365aa194b498883109e2d5a53e0

Source dataset

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08283102B2