Reacción #684956

ord-879dfeae41f74831ae442331027892b7

Ecuación de reacción

CNC
Dimethylamine
CCN(CC)CC
triethylamine
CCN=C=NCCCN(C)C
1-(3-dimethylaminopropyl)-3-ethylcarbodiimide
C#CCCC(=O)O
4-pentynoic acid
C#CCCC(=O)N(C)C
title compound
C#CCCC(=O)N(C)C
N,N-dimethyl-4-pentynamide

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    LavadoThe reaction mixture was washed successively with 1 N hydrochloric acid
  2. 2
    Secadoa saturated aqueous sodium hydrogencarbonate solution, water, and saturated brine, dried over anhydrous magnesium sulfate
  3. 3
    Concentraciónconcentrated under reduced pressure

Procedimiento

Dimethylamine (2 M solution in tetrahydrofuran, 8.53 ml), triethylamine (2.59 ml), and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (3221 mg), were added to a solution of 4-pentynoic acid (552 mg) in methylene chloride (150 ml) and this reaction mixture was stirred at room temperature for 24 hours. The reaction mixture was washed successively with 1 N hydrochloric acid, a saturated aqueous sodium hydrogencarbonate solution, water, and saturated brine, dried over anhydrous magnesium sulfate, then concentrated under reduced pressure to give the title compound (129 mg). The obtained compound was used in the following reaction without further purification.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07897387B2uspto-grants-2011_03