Reacción #4591

ord-5d935ab7acac4024b0d5a2228ef4a134

Ecuación de reacción

O=C(Cl)c1ccccc1
Benzoyl chloride
[Na+].[OH-]
NaOH
CC(C)C[C@H](N)C(=O)O
L-leucine
CC(C)C[C@H](NC(=O)c1ccccc1)C(=O)O
N-benzoyl-L-leucine

Reactivos

Ninguno

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otro(30 minutes)
  2. 2
    Extracciónit was then extracted with ethyl acetate (2×100 ml)
  3. 3
    OtroThe aqueous layer was separated
  4. 4
    Extracciónextracted with ethyl acetate (3×50 ml)
  5. 5
    ExtracciónThe ethyl acetate extract
  6. 6
    Secadowas dried over anhydrous sodium sulfate
  7. 7
    FiltraciónAfter filtration
  8. 8
    Otrothe filtrate was evaporated in vacuo

Procedimiento

Benzoyl chloride (4.22 g, 0.030 mol) and 10% NaOH (12 ml, 0.030 mol) were added separately with vigorous stirring to a solution of L-leucine (3.94 g, 0.030 mol) in 150 ml of distilled water at ice bath temperature. The reaction was allowed to proceed at this temperature until the reaction mixture became clear (30 minutes); it was then extracted with ethyl acetate (2×100 ml). The aqueous layer was separated, acidified to pH 2 with 10% HCl, and extracted with ethyl acetate (3×50 ml). The ethyl acetate extract was dried over anhydrous sodium sulfate. After filtration, the filtrate was evaporated in vacuo to yield quantitative amount of N-benzoyl-L-leucine as a semi-solid which was used directly for the following step.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04726941uspto-grants-1988_02