반응 #640583

ord-9355c83804f84ceca67ec9a7ac6706c6

반응 방정식

Cl.O
hydrochloric acid water
NCCCO
3-Aminopropanol
CCN(CC)CC
triethylamine
O=[N+]([O-])c1ccccc1CCl
2-nitrobenzyl chloride
O=[N+]([O-])c1ccccc1CNCCCO
3-(2-nitrobenzylamino)propanol
수율 33.2%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도After heated
  2. 2
    온도to reflux for seven hours
  3. 3
    온도to cool
  4. 4
    추출extracted with ether
  5. 5
    추출extracted with ethyl acetate
  6. 6
    세척The organic layer was washed with a saturated brine
  7. 7
    건조dried over anhydrous sodium sulfate
  8. 8
    기타the solvent was evaporated under reduced pressure

실험 절차

3-Aminopropanol (3.94 g, 52.5 mmol) and triethylamine (1.77 g, 17.5 mmol) were dissolved in tetrahydrofuran (30 ml) and added with 2-nitrobenzyl chloride (3.00 g, 17.5 mmol) at room temperature. After heated to reflux for seven hours, the reaction mixture was allowed to cool and poured into 1N hydrochloric acid water and extracted with ether. The aqueous layer was adjusted to pH 9 with a saturated sodium hydrogen carbonate aqueous solution and then extracted with ethyl acetate. The organic layer was washed with a saturated brine and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to obtain 3-(2-nitrobenzylamino)propanol (1.22 g).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08048825B2uspto-grants-2011_11