Reaktion #1458

ord-40f1c896966e44febe91ff5b043dfe79

Reaktionsgleichung

O=C(O)Cc1ccc(Br)cc1
4-bromophenylacetic acid
O=S(=O)(O)O
H2SO4
CCO
ethanol
O=C([O-])[O-].[K+].[K+]
K2CO3
CCOC(=O)Cc1ccc(Br)cc1
title compound
CCOC(=O)Cc1ccc(Br)cc1
Ethyl(4-bromophenyl)acetate

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Filtrationfiltered
  2. 2
    EinengenThe filtrate was concentrated in vacuo
  3. 3
    workup.ADDITIONdiluted with Et2O (200 ml)
  4. 4
    Waschenwashed with 10% aqueous NaHCO3 (10 ml) and brine (10 ml)
  5. 5
    Trocknendried over MgSO4
  6. 6
    Einengenconcentrated in vacuo

Vorschrift

A solution of 43 g (200 mmol) of 4-bromophenylacetic acid and 0.2 g of conc. H2SO4 in 470 ml of ethanol was refluxed for 16 hours. The reaction mixture was cooled to ambient temperature, stirred with 6 g of solid K2CO3 for 30 minutes and then filtered. The filtrate was concentrated in vacuo, diluted with Et2O (200 ml), washed with 10% aqueous NaHCO3 (10 ml) and brine (10 ml), dried over MgSO4 and concentrated in vacuo to give the title compound as a colorless oil. PMR (CDCl3): δ 1.25 (3H, t, J=7.0 Hz), 3.56 (2H, s), 4.15 (2H, q, J=7.0 Hz), 7.16 (2H, d, J=8.4 Hz), 7.45 (2H, d, J=8.4 Hz).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723666uspto-grants-1998_03