Trimethyl borate → HCID 86654468, compound

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.

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

ORD record

ord-d9efd0649ad740fbaa4cf14486739830

Source dataset

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08987464B2