Reacción #1106675

ord-2a27ebe6b5bf44d48b7a1e3ba09032fc

Ecuación de reacción

CC(C)(C)c1cc(Br)cc(C=O)c1
3-bromo-5-tert-butylbenzaldehyde
O=C(O)CC(=O)O
malonic acid
CC(=O)[O-].[NH4+]
ammonium acetate
CC(C)(C)c1cc(Br)cc(C(N)CC(=O)O)c1
product
Rendimiento 51.6%
CC(C)(C)c1cc(Br)cc(C(N)CC(=O)O)c1
3-amino-3-(3-bromo-5-tert-butylphenyl)propionic acid
Rendimiento 51.6%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturawas heated
  2. 2
    Temperaturaat reflux under nitrogen for 3 h
  3. 3
    Otroto afford a thick colorless solid
  4. 4
    FiltraciónThe solid was filtered hot
  5. 5
    Lavadowashed with hot isopropanol (2×25 mL)
  6. 6
    Otrodried in vacuo

Procedimiento

A suspension of 3-bromo-5-tert-butylbenzaldehyde (4.17 g, 17.30 mmol), malonic acid (2.15 g, 20.72 mmol) and ammonium acetate (2.66 g, 34.59 mmol) in isopropanol (35 mL) was heated at reflux under nitrogen for 3 h to afford a thick colorless solid. The solid was filtered hot, washed with hot isopropanol (2×25 mL) and dried in vacuo to give the desired racemic product as a colorless solid (2.68 g).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08716226B2uspto-grants-2014_05