4-Bromoanisole → 5-Ethyl-2,4'-dimethoxybiphenyl

A mixture was prepared by suspending 7.2 g of metallic magnesium into 40 ml of tetrahydrofuran (THF). The mixture, wherein 1 ml of 2-bromo-4-ethylanisole was added, was stirred at room temperature. After an exothermic reaction occurred, the reaction mixture was diluted with 100 ml of THF, followed by dropwise addition of the solution which was prepared by dissolving 63.5 g of 2-bromo-4-ethylanisole into 160 ml of THF. The addition was took 2 hours. The reaction mixture was stirred for 1 hour, reflexed by heating for further 1 hour and cooled down to 0° C. in internal temperature, wherein 59 g of p-bromoanisole was added thereinto, 0.5 g power of the complex compound of nickel chloride and 1,3-diphenylphosphynopropane (Nidppp Cl2) was added in the reaction mixture, and stirred overnight. The reactant was transferred into ammonium chloride water solution and extracted with diethylether. The extract was washed with an aqueous solution saturated with NaCl, dried with sodium sulfate and concentrated. The concentrate was distilled under reduced pressure to yield 51.6 g of 5-ethyl-2,4'-dimethoxy-biphenyl having a b.p. of 135°-148° C. (0.5 mmHg).

1. customA mixture was prepared
2. customAfter an exothermic reaction
3. additionfollowed by dropwise addition of the solution which
4. customwas prepared
5. additionThe addition
6. stirringThe reaction mixture was stirred for 1 hour
7. temperatureby heating for further 1 hour
8. additionwas added
9. stirringstirred overnight
10. extractionextracted with diethylether
11. washThe extract was washed with an aqueous solution saturated with NaCl
12. dry with materialdried with sodium sulfate
13. concentrationconcentrated
14. distillationThe concentrate was distilled under reduced pressure

ORD 기록

ord-eb544e38ca964e91b097a82135e1ebc8

출처 데이터셋

uspto-grants-1991_10

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US05053548