تفاعل #1685

ord-e27f2076ea2944b58cddfe057fe8345b

معادلة التفاعل

O=C(O)c1nccc2ccccc12
1-isoquinolinecarboxylic acid
[H][H]
hydrogen
O=C(O)C1NCCC2CCCCC21
perhydro-1-isoquinolinecarboxylic acid
المردود 56.8%

الكواشف

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحThe reaction mixture was filtered through a pad of diatomaceous earth
  2. 2
    تركيزthe filtrate was concentrated in vacuo
  3. 3
    أخرىThe solid was triturated with water
  4. 4
    ترشيحfiltered
  5. 5
    أخرىdried

الإجراء التجريبي

A solution of 1-isoquinolinecarboxylic acid (50 g, 0.288 mol) in EtOH (150 mL) and 60 mL of 5N HCl was reduced over 5% Rh/Al2O3 (14 g) at 52 bar (750 psi) of hydrogen in a high pressure apparatus at 50° C. for 17 hours. The reaction mixture was filtered through a pad of diatomaceous earth, and the filtrate was concentrated in vacuo. The solid was triturated with water, filtered and dried to give DL-perhydro-1-isoquinolinecarboxylic acid (DL-1-Piq-OH) (30 g, 48%) FD-MS 184 (MH+).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05726159uspto-grants-1998_03