Reacción #684959

ord-c8b59da672be474998bc6fc2c9998c2d

Ecuación de reacción

O
water
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CC(C)(C)Br
t-butyl bromide
C#CCCC(=O)O
4-pentynoic acid
C#CCCC(=O)OC(C)(C)C
title compound
C#CCCC(=O)OC(C)(C)C
t-Butyl 4-pentynoate

Condiciones de reacción

Temperatura
55°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónthe reaction mixture was extracted with ethyl acetate
  2. 2
    Lavadowashed with water
  3. 3
    Secadodried over anhydrous magnesium chloride
  4. 4
    Filtraciónfiltered through silica gel
  5. 5
    ConcentraciónThe filtrate was concentrated under reduced pressure

Procedimiento

Benzyltriethylammonium chloride (5.92 g), potassium carbonate (93.4 g), and t-butyl bromide (143 ml) were added to a solution of 4-pentynoic acid (2550 mg) in N,N-dimethylacetamide (230 ml), and this reaction mixture was stirred at 55° C. for 24 hours. After water was added, the reaction mixture was extracted with ethyl acetate, washed with water, dried over anhydrous magnesium chloride, and then filtered through silica gel. The filtrate was concentrated under reduced pressure to give the title compound (2.10 g). This compound was used in the following reaction without further purification.

Fuente

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