Reacción #355733

ord-408456023cbd4d0da593346be170b96f

Ecuación de reacción

ClCc1ccccc1
benzyl chloride
COCc1cc([N+](=O)[O-])ccc1O
2-methoxymethyl-4-nitrophenol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CN(C)C=O
dimethylformamide
COCc1cc([N+](=O)[O-])ccc1OCc1ccccc1
1-benzyloxy-2-methoxymethyl-4-nitrobenzene

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe yellow-brown crystals formed
  2. 2
    Filtraciónwere filtered off
  3. 3
    Lavadowashed with petroleum ether
  4. 4
    OtroThe wet product was recrystallized from 75 ml of isopropanol
  5. 5
    Otroto give
  6. 6
    Otroafter drying
  7. 7
    OtroThe results of the elementary analyses

Procedimiento

18.3 g of 2-methoxymethyl-4-nitrophenol (1) (0.1 mol), 8.3 g (0.06 mol) of potassium carbonate and 40 ml of dimethylformamide were heated on a boiling water bath, and 12.1 ml (0.105 mol) of benzyl chloride were added over 10 minutes. After heating for 1 hour on the boiling water bath, the mixture was poured onto 150 g of ice. The yellow-brown crystals formed were filtered off, reslurried in ice-cold water and washed with petroleum ether. The wet product was recrystallized from 75 ml of isopropanol to give, after drying, 21 g of expected product with a melting point of 108° C. The results of the elementary analyses were as follows:

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07445645B2uspto-grants-2008_11