Reaktion #56499

ord-b9da721fd1b54c3ab4a2f599d27dc867

Reaktionsgleichung

C=[N+]=[N-]
diazomethane
O=C(O)c1ccc(CCCC2SCC(=O)N2CCC2(O)CCCCC2)cc1
4-{3-[3-[2-(1-hydroxycyclohexyl)ethyl]-4-oxo-2-thiazolidinyl]propyl}benzoic acid
CC(=O)O
Acetic acid
COC(=O)c1ccc(CCCC2SCC(=O)N2CCC2(O)CCCCC2)cc1
title compound
COC(=O)c1ccc(CCCC2SCC(=O)N2CCC2(O)CCCCC2)cc1
Methyl 4-{3-[3-[2-(1-Hydroxycyclohexyl)ethyl]-4-oxo-2-thiazolidinyl]propyl}benzoate

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeto destroy the excess diazomethane
  2. 2
    Waschenthe solution is washed with dilute sodium bicarbonate solution
  3. 3
    Trocknendried over sodium sulfate
  4. 4
    SonstigeEvaporation of volatile materials in vacuo

Vorschrift

A solution of diazomethane (approximately 2.5 g., 0.06 mole) in ether (100 ml.) is mixed with a solution of 4-{3-[3-[2-(1-hydroxycyclohexyl)ethyl]-4-oxo-2-thiazolidinyl]propyl}benzoic acid (11.7 g., 0.03 mole) in ether (100 ml.). The resulting solution is allowed to stand at room temperature for 6 hours. Acetic acid is then added to destroy the excess diazomethane, and the solution is washed with dilute sodium bicarbonate solution and dried over sodium sulfate. Evaporation of volatile materials in vacuo yields the title compound as a nearly colorless, viscous oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04225609uspto-grants-1980_09