反応 #1375837

ord-8811b95d01a945618ba291218b48357b

反応方程式

CCOC(=O)[C@H](C)Nc1ccc(Cl)cc1
N-(4-Chlorophenyl)alanine ethyl ester
CCCCI
n-butyl iodide
Cc1cccc(C)n1
2,6-lutidine
CCCCN(c1ccc(Cl)cc1)[C@@H](C)C(=O)OCC
ester
CCCCN(c1ccc(Cl)cc1)[C@@H](C)C(=O)OCC
N-(4-Chlorophenyl)-N-(n-butyl)alanine ethyl ester

反応条件

温度
135°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度The tube was then cooled
  2. 2
    その他the contents were partitioned between 250 mL ethyl acetate and 200 mL brine
  3. 3
    その他The organic layer was separated
  4. 4
    その他dried over anhyd
  5. 5
    濃縮sodium sulfate, and concentrated at reduced pressure
  6. 6
    その他The resulting oil was chromatographed on silica gel

実験手順

N-(4-Chlorophenyl)alanine ethyl ester (4.5 g, 0.02 mol), n-butyl iodide (3.6 g, 0.02 mol) and 2,6-lutidine (2.5 g, 0.025 mol) were sealed in a glass tube and the contents were heated at 135° C. for 48 h. The tube was then cooled, and the contents were partitioned between 250 mL ethyl acetate and 200 mL brine. The organic layer was separated, dried over anhyd. sodium sulfate, and concentrated at reduced pressure. The resulting oil was chromatographed on silica gel using heptane:THF (4:1) as the eluant. The ester was isolated as a colorless oil (2.5 g, 45%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05747236uspto-grants-1998_05