반응 #1379890

ord-e796985f790a46e48b1f769398221cab

반응 방정식

[Na+].[OH-]
sodium hydroxide
Nc1cccc2ncccc12
5-aminoquinoline
C/C=C/C(=O)O
crotonic acid
O
water
CC(CC(=O)O)Nc1cccc2ncccc12
cream solid
수율 51.0%
CC(CC(=O)O)Nc1cccc2ncccc12
3-(quinolin-5-ylamino)-butyric Acid
수율 51.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도at reflux for 48 h
  2. 2
    온도to cool to ambient,
  3. 3
    추출the filtrate extracted with diethyl ether (3×100 ml)
  4. 4
    기타The precipitate which formed
  5. 5
    여과was collected by filtration
  6. 6
    세척washed first with water (200 ml)
  7. 7
    건조with acetone (200 ml) before being dried

실험 절차

A mixture of 5-aminoquinoline (9.9 g, 0.069 mol) and crotonic acid (8.9 g, 0.103 mol) in toluene (35 ml) was stirred at reflux for 48 h. The reaction mixture was allowed to cool to ambient, added to water (500 ml) and the pH adjusted to 9 to 10 by the addition of 2N sodium hydroxide. The reaction mixture was screened and the filtrate extracted with diethyl ether (3×100 ml). The pH of the aqueous layer was first adjusted to pH2 with concentrated HCl and then to pH7 with calcium hydroxide. The precipitate which formed was collected by filtration, washed first with water (200 ml) and then with acetone (200 ml) before being dried to give 8.1 g of a cream solid.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07238228B2uspto-grants-2007_07