Réaction #40391

ord-5a2192e832a041c4a49798e2954a8d2e

Équation de réaction

O
water
CCOC(O)C(=O)c1cccc2c1OC(OCc1ccccc1)C(=O)N2
benzyloxy-8-(2-ethoxy-2-hydroxyacetyl)-4H-benzo[1,4]oxazin-3-one
CCOC(=O)CCCOc1ccc(CC(C)(C)N)cc1
ethyl 4-[4-(2-amino-2-methylpropyl)phenoxy]butyrate
O=C(O)C(=O)O
oxalic acid
CCOC(=O)CCCOc1ccc(CC(C)(C)NCC(O)c2cc(OCc3ccccc3)cc3c2OCC(=O)N3)cc1
ethyl 4-(4-{2-[2-(6-benzyloxy-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-8-yl)2-hydroxyethylamino]-2-methylpropyl}phenoxy)butyrate

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autrethe solid precipitated
  2. 2
    Filtrationfiltered
  3. 3
    Lavagewashed with diethyl ether

Mode opératoire

1.20 g (3.36 mmol) of benzyloxy-8-(2-ethoxy-2-hydroxyacetyl)-4H-benzo[1,4]oxazin-3-one and 0.90 g (3.22 mmol) of ethyl 4-[4-(2-amino-2-methylpropyl)phenoxy]butyrate are reacted in the manner described for Example 8(d). The crude product is dissolved in 10 mL ethyl acetate and 10 mL water and combined with oxalic acid with stirring. The solution is diluted with diethyl ether and the solid precipitated is suction filtered and washed with diethyl ether. Yield: 1.20 g (54%, oxalate); melting point 223° C.-227° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07727984B2uspto-grants-2010_06