تفاعل #170119

معادلة التفاعل

1-Iodopentane

1-diphenylmethylazetidin-3-ol

t-BuOK

→

title compound

المردود 69.0%

1-(Diphenylmethyl)-3-(pentyloxy)azetidine

المردود 69.0%

المذيبات

H2O

THF

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   درجة الحرارةthen cooled to 0° C
3. 3
   workup.STIRRINGthe solution was stirred at room temperature for 18 h
4. 4
   استخلاصextracted twice with EtOAc
5. 5
   تجفيفdried over Na2SO4
6. 6
   تركيزconcentrated to dryness
7. 7
   أخرىThe residue was purified on column chromatography (eluent: pentane/EtOAc, 95/5)

الإجراء التجريبي

A solution of 1-diphenylmethylazetidin-3-ol (300 mg, 1.25 mmol) in THF (4.5 mL) was cooled to 0° C. t-BuOK (1M in THF, 3.75 mL) was added dropwise and the reaction mixture was stirred at room temperature for 1 h then cooled to 0° C. 1-Iodopentane (816 μL, 6.25 mmol) was added and the solution was stirred at room temperature for 18 h. The reaction mixture was diluted with H2O and extracted twice with EtOAc. The organic layers were combined, dried over Na2SO4 and concentrated to dryness. The residue was purified on column chromatography (eluent: pentane/EtOAc, 95/5) to give the title compound (267 mg, 69%) as a clear oil.

المصدر