Reacción #1824326

ord-00ea30aeb9e045f48d5d4baefc10fe6b

Ecuación de reacción

C=CC(C)(C)C1=C(O)C(=O)c2ccccc2C1=O
product
C=CC(C)(C)C1=C(O)C(=O)c2ccccc2C1=O
2-(1,1-dimethylprop-2-enyl)-3-hydroxy-naphthalene-1.4-dione
CON.Cl
methoxyamine hydrochloride
CCOCC
ether
C=CC(C)(C)C1(O)CC(=O)c2ccccc2C1=NOC
title compound
C=CC(C)(C)C1(O)CC(=O)c2ccccc2C1=NOC
2-(1,1-dimethylprop-2-enyl)-2-hydroxy-1-methoxyimino-naphthalene-4-one

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Lavadowashed with water (2×10 ml) , 2M hydrochloric acid (2×10 ml), water (2×10 ml), saturated sodium chloride solution (10 ml)
  2. 2
    Secadodried over magnesium sulphate
  3. 3
    FiltraciónFiltration and evaporation of the solvent under reduced pressure and silica gel chromatography

Procedimiento

A solution of the product of Example 1 (b) (250 mg, 1.03 mmol) and methoxyamine hydrochloride (95 mg, 1.14 mmol) in pyridine (5 ml) was stirred for 48 hours. The reaction mixture was dissolved in ether (50 ml) and washed with water (2×10 ml) , 2M hydrochloric acid (2×10 ml), water (2×10 ml), saturated sodium chloride solution (10 ml) and dried over magnesium sulphate. Filtration and evaporation of the solvent under reduced pressure and silica gel chromatography yielded the title compound (56 mg).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05962002uspto-grants-1999_10