Reacción #56499

ord-b9da721fd1b54c3ab4a2f599d27dc867

Ecuación de reacción

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

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroto destroy the excess diazomethane
  2. 2
    Lavadothe solution is washed with dilute sodium bicarbonate solution
  3. 3
    Secadodried over sodium sulfate
  4. 4
    OtroEvaporation of volatile materials in vacuo

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04225609uspto-grants-1980_09