Trimethyl borate → HCID 86654468, 화합물

In a solution of 2.60 g of 3-bromo-5-chlorobenzotrifluoride and 1.2 mL of tert-butylmethyl ether in 25 mL of hexane, 6.38 mL of n-butyl lithium (1.6M hexane solution) was added dropwise at −10° C. with stirring, and stirred at the same temperature for 30 minutes. Then, a solution of 1.09 g of trimethoxyborane in 10 mL of tetrahydrofuran was added dropwise. After the completion of the addition dropwise, it was stirred at the same temperature further for 10 minutes and then the temperature was raised to room temperature. Then, in the reaction mixture, 2.60 g of 2-bromo-3,3,3-trifluoropropene, 2.76 g of potassium carbonate, 15 mL of water and 0.0065 g of 1,3-bis(2,6-diisopropylphenyl)imidazole-2-ilidene (1,4-naphthoquinone) palladium (0) dimmer were added, and stirred under nitrogen atmosphere at 60° C. for 6 hours. After the completion of the reaction, the reaction mixture was left and cooled to room temperature, insoluble material was filtered off, and the organic phase was collected and the aqueous phase was extracted with 30 mL of ethyl acetate twice. The combined organic phases were washed with water, and dehydrated with and dried over saturated sodium chloride aqueous solution and then anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified with silica gel column chromatography that was eluated with hexane to obtain 1.50 g of the aimed product as orange oily substance.

1. stirringstirred at the same temperature for 30 minutes
2. additionAfter the completion of the addition dropwise
3. stirringit was stirred at the same temperature further for 10 minutes
4. stirringstirred under nitrogen atmosphere at 60° C. for 6 hours
5. customAfter the completion of the reaction
6. waitthe reaction mixture was left
7. temperaturecooled to room temperature
8. filtrationinsoluble material was filtered off
9. customthe organic phase was collected
10. extractionthe aqueous phase was extracted with 30 mL of ethyl acetate twice
11. washThe combined organic phases were washed with water
12. dry with materialdried over saturated sodium chloride aqueous solution
13. distillationanhydrous sodium sulfate, and the solvent was distilled off under reduced pressure
14. customThe residue was purified with silica gel column chromatography that

ORD 기록

ord-d9a170d9d8fd4a51a4dc936b5d35def4

출처 데이터셋

uspto-grants-2011_05

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US07951828B1