Reaktion #442511

ord-8eccc72f10f7460caaf37e27756ef51f

Reaktionsgleichung

[Na+].[OH-]
NaOH
O=C(Cl)COCc1ccccc1
Benzyloxyacetyl chloride
NC(C(=O)O)c1ccccc1
DL-phenylglycine
[Na+].[OH-]
NaOH
O=C(COCc1ccccc1)NC(C(=O)O)c1ccccc1
title compound
O=C(COCc1ccccc1)NC(C(=O)O)c1ccccc1
α-[[(phenylmethoxy)acetyl]amino]benzeneacetic acid

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Waschenwashed with (3×50 mL) Et2O
  2. 2
    SonstigeThe resulting precipitate is collected
  3. 3
    Waschenwashed with H2O
  4. 4
    Sonstigedried

Vorschrift

Benzyloxyacetyl chloride (6.3 mL, 40 mmol) is added to a solution of DL-phenylglycine (3.00 g, 19.8 mmol) and NaOH (2.32 g, 58.0 mmol) in 100 mL H2O and allowed to stir overnight. The reaction pH is adjusted to 11 with 3M NaOH 5 and washed with (3×50 mL) Et2O, then brought to pH=3 with concentrated HCl. The resulting precipitate is collected, washed with H2O and dried to obtain the title compound as an off-white solid. mp 127°-30° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05830869uspto-grants-1998_11