Reaction #710582

ord-7056e7ae34984f5c9d181c58b9c74d53

Reaction equation

ON=Cc1ccc2cccc(O)c2n1
8-Hydroxy-quinoline-2-carboxaldehyde oxime
NCc1ccc2cccc(O)c2n1
2-aminomethyl-quinolin-8-ol
Yield 82.0%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Filtrationthe catalyst was filtered off
  2. 2
    Otherthe volatiles removed which

Procedure

8-Hydroxy-quinoline-2-carboxaldehyde oxime D1 (167 mg, 0.888 mmol) and MeOH (50 mL) was treated under hydrogenolysis conditions (atmospheric H2, catalytic 10% Pd/carbon) at RT. After 4 h, the catalyst was filtered off and the volatiles removed which afforded 2-aminomethyl-quinolin-8-ol E1 as a light brown solid (126 mg, 82%); spectral data of this compound are given in Table 2.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09302993B2uspto-grants-2016_04