تفاعل #675845

ord-9018f3c9c3a24b08b3d12158cf0f8268

معادلة التفاعل

OCC12CC3CC(CC(C3)C1)C2
1-Adamantanemethanol
Fc1cc(I)ccn1
2-fluoro-4-iodopyridine
[H-].[Na+]
sodium hydride
Ic1ccnc(OCC23CC4CC(CC(C4)C2)C3)c1
title compound
Ic1ccnc(OCC23CC4CC(CC(C4)C2)C3)c1
2-(tricyclo[3.3.1.13,7]dec-1-ylmethoxy)-4-iodo-pyridine

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe reaction was quenched with ice-water
  2. 2
    استخلاصextracted with ethyl acetate (3×10 mL)
  3. 3
    تجفيفThe organic layer was dried over MgSO4
  4. 4
    ترشيحfiltered
  5. 5
    تركيزconcentrated
  6. 6
    أخرىThe residue was purified by preparative TLC
  7. 7
    غسيلeluting with petroleum ether/ethyl acetate (20/1)

الإجراء التجريبي

1-Adamantanemethanol (0.820 g) and 2-fluoro-4-iodopyridine (0.22 g) in tetrahydrofuran (5 mL) was treated with sodium hydride (60% in mineral oil) (0.057) at room temperature for 6 hours. The reaction was quenched with ice-water and extracted with ethyl acetate (3×10 mL). The organic layer was dried over MgSO4, filtered, and concentrated. The residue was purified by preparative TLC, eluting with petroleum ether/ethyl acetate (20/1) to provide the title compound.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09227963B2uspto-grants-2016_01