1,2-Bis(dichlorophosphino)benzene → 1,2-Bis(bis(4-fluorophenyl)phosphino)benzene

A THF solution (26.6 mL, 1.03 M, 27.40 mmol) of p-fluorophenylmagnesium bromide was added to a mixture of 1,2-bis(dichlorophosphino)benzene (0.96 g, 3.43 mmol) and THF (20 mL) in an argon atmosphere at −78° C. After warming to room temperature, the mixture was allowed to react overnight at 60° C. The reaction mixture was cooled to ambient temperature, and the solvent was removed under reduced pressure; subsequently, CH2Cl2 (30 mL) was added. 1N aqueous solution of hydrochloric acid (20 mL) was added to the reaction mixture, and the aqueous layer was extracted three times with CH2Cl2. The moisture contained in the combined organic extract was removed with magnesium sulfate, and the extract was filtered. After removing the solvent under reduced pressure, the resulting yellow oily substance was triturated with methanol to give a white powder, and the white powder was washed two times with methanol, giving the title compound as a white powder (1.10 g, yield 62%).

1. customto react overnight at 60° C
2. temperatureThe reaction mixture was cooled to ambient temperature
3. customthe solvent was removed under reduced pressure
4. additionsubsequently, CH2Cl2 (30 mL) was added
5. addition1N aqueous solution of hydrochloric acid (20 mL) was added to the reaction mixture
6. extractionthe aqueous layer was extracted three times with CH2Cl2
7. extractionorganic extract
8. customwas removed with magnesium sulfate
9. filtrationthe extract was filtered
10. customAfter removing the solvent under reduced pressure
11. customthe resulting yellow oily substance was triturated with methanol
12. customto give a white powder
13. washthe white powder was washed two times with methanol

ORDレコード

ord-e2887f65a4a64def8574959fa4dd001b

出典データセット

uspto-grants-2014_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08637710B2