تفاعل #44761

ord-0e3550c0b20747729d36c74464a4c04d

معادلة التفاعل

ClCCOc1ccc(Cc2ccccc2)cc1
1-(2-chloroethoxy)-4-(benzyl)benzene
[I-].[Na+]
sodium iodide
O
water
ICCOc1ccc(Cc2ccccc2)cc1
1-(2-iodoethoxy)-4-(benzyl)benzene
المردود 72.9%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةat reflux for 16 hours
  2. 2
    درجة الحرارةAfter cooling
  3. 3
    استخلاصThe mixture was extracted with ethyl acetate
  4. 4
    غسيلThe organic layer was washed with brine
  5. 5
    تجفيفdried over sodium sulfate
  6. 6
    تركيزconcentrated under reduced pressure

الإجراء التجريبي

A solution of 1-(2-chloroethoxy)-4-(benzyl)benzene (734 mg, 2.97 mmol) and sodium iodide (1.78 g, 11.9 mmol) in 2-butanone (30 mL) was heated at reflux for 16 hours. After cooling, water was added. The mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, and concentrated under reduced pressure. Flash chromatography gave 732 mg of 1-(2-iodoethoxy)-4-(benzyl)benzene, 1H NMR (300 MHz, CDCl3) δ 7.29 (dd, 2H), 7.19 (dd, 1H), 7.18 (d, 2H), 7.11 (d, 2H), 6.84 (d, 2H), 4.23 (t, 2H), 3.94 (s, 2H), 3.41 (t, 2H) ppm.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07737145B2uspto-grants-2010_06