Reaktion #361774

ord-fe5be31c5b804969b55b6f3c62d68db1

Reaktionsgleichung

O=C(O)c1ccccc1Br
o-bromobenzoic acid
C(=NC1CCCCC1)=NC1CCCCC1
N, N'-dicyclohexyl carbodiimide
CC(C)(C)O
t-butanol
CC(C)(C)OC(=O)c1ccccc1Br
oil
CC(C)(C)OC(=O)c1ccccc1Br
1,1-Dimethylethyl 2-bromobenzoate

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe resulting precipitate was filtered off
  2. 2
    Sonstigethe filtrate evaporated
  3. 3
    Sonstigeto give a colourless solid which
  4. 4
    Sonstigewas triturated under petroleum ether (40°-600°) (20 ml)
  5. 5
    Filtrationfiltered
  6. 6
    SonstigeThe filtrate was evaporated

Vorschrift

A solution of o-bromobenzoic acid (1 g), N, N'-dicyclohexyl carbodiimide (1.129 g), t-butanol (405 mg) and 4-dimethylaminopyridine (61 mg) in dry ether (20 ml) was stirred at room temperature for 18 h. The resulting precipitate was filtered off and the filtrate evaporated to give a colourless solid which was triturated under petroleum ether (40°-600°) (20 ml) and filtered. The filtrate was evaporated to give a pale yellow oil (0,994 g). b.p. 80°-84°/0.35 mmHg.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05389659uspto-grants-1995_02