تفاعل #6834

ord-e5c557f7a27d4624a1960146dfa584ae

معادلة التفاعل

CC(C)[CH2][Al+][CH2]C(C)C.[H-]
Diisobutylaluminum hydride
COc1ccc2c(CCN)c[nH]c2c1
2-(6-methoxy-1H-indol-3-yl)ethylamine
NCCc1c[nH]c2cc(O)ccc12
3-(2-amino-ethyl)-1H-indol-6-ol
المردود 68.2%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe resulting clear solution was refluxed for 10 h
  2. 2
    أخرىquenched by the careful addition of 20 mL of 1:1 methyl alcohol
  3. 3
    ترشيحfiltered
  4. 4
    أخرىto remove the precipitated aluminum salts
  5. 5
    أخرىThe solvent was evaporated

الإجراء التجريبي

Diisobutylaluminum hydride (1 M in toluene, 15 mL) was slowly added to a suspension of 2-(6-methoxy-1H-indol-3-yl)ethylamine (250 mg) in 20 mL of toluene. The resulting clear solution was refluxed for 10 h, then cooled to 0° C. and quenched by the careful addition of 20 mL of 1:1 methyl alcohol:water. The mixture was stirred for 15 min at rt and filtered to remove the precipitated aluminum salts. The solvent was evaporated to yield 158 mg of 3-(2-amino-ethyl)-1H-indol-6-ol.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07084154B2uspto-grants-2006_08