تفاعل #584112

معادلة التفاعل

chlorodicyclohexylphosphine

1

1,1-Bis(4-methylphenyl)-3-methyl-2-butanone

n-BuLi

→

white solid

المردود 54.4%

2-Dicyclohexylphosphino-2′-methoxy-1,1′-biphenyl

المردود 54.4%

المذيبات

THF

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىquenched with saturated aqueous NaHCO3
2. 2
   تركيزconcentrated in vacuo
3. 3
   استخلاصThe resulting aqueous suspension was extracted with ether (2×50 mL)
4. 4
   تجفيفthe combined ethereal layers were dried (Na2SO4)
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated in vacuo
7. 7
   أخرىThe resulting crude solid was recrystallized from ethanol

الإجراء التجريبي

A solution of 1 (535 mg, 2.03 mmol) in THF (20 mL) was cooled to −78° C. under argon, then n-BuLi (1.6 M in hexane, 1.35 mL, 2.16 mmol) was added dropwise. After 2.5 h at −78° C., a solution of chlorodicyclohexylphosphine (570 mg, 2.45 mmol) in THF (3 mL) was added over 10 min. The reaction mixture was then allowed to warm to room temperature overnight, then quenched with saturated aqueous NaHCO3 and concentrated in vacuo. The resulting aqueous suspension was extracted with ether (2×50 mL), and the combined ethereal layers were dried (Na2SO4), filtered and concentrated in vacuo. The resulting crude solid was recrystallized from ethanol to afford 420 mg (54%) of a white solid.

المصدر