반응 #499140

ord-cf36072c257048b99d28f8a616fd25a5

반응 방정식

NCCC(=O)O
β-alanine
CCCCCCCCOC(=O)Cl
octyl chloroformate
Cl
hydrochloric acid
CCCCCCCCOC(=O)NCCC(=O)O
white product
수율 93.0%
CCCCCCCCOC(=O)NCCC(=O)O
N-octyloxycarbonyl-β-alanine
수율 93.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출The heterogeneous mixture was extracted with 300 ml of ethyl acetate
  2. 2
    세척The organic phase was washed with 3 times 80 ml of water
  3. 3
    기타dried
  4. 4
    기타evaporated to dryness
  5. 5
    여과filtered
  6. 6
    기타dried

실험 절차

20 g (224.46 mmol) of β-alanine were dissolved in 225 ml of 1N sodium hydroxide solution. 44 ml of octyl chloroformate were then added dropwise, while keeping the pH of the reaction medium above 9 by simultaneous addition of one molar equivalent of 1N sodium hydroxide. After stirring for 6 hours at room temperature, the mixture was acidified with about 1.1 molar equivalents of 3N hydrochloric acid solution. The heterogeneous mixture was extracted with 300 ml of ethyl acetate. The organic phase was washed with 3 times 80 ml of water, dried and then evaporated to dryness. The solid residue was taken up in heptane and then filtered and dried. 51 g of a white product were obtained (yield of 93%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06562789B2uspto-grants-2003_05