Réaction #65987

ord-4b025cac112b49168dfc24a172f3c62e

Équation de réaction

Cl.NNc1ccc(OCc2ccccc2)cc1
4-benzyloxyphenylhydrazine hydrochloride
CC(C(=O)O)C1CCCC(=O)C1
a-methyl-3-oxocyclohexane acetic acid
CC(=O)O
acetic acid
CCOC(=O)C(C)C1CCc2c([nH]c3ccc(OCc4ccccc4)cc23)C1
red colored crude product
CCOC(=O)C(C)C1CCc2c([nH]c3ccc(OCc4ccccc4)cc23)C1
6-Benzyloxy-a-methyl-1,2,3,4-tetrahydrocarbazole-2-acetic acid ethyl ester

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureThe mixture is then refluxed for 20 minutes
  2. 2
    Températurecooled
  3. 3
    FiltrationThe precipitate is filtered

Mode opératoire

A mixture containing 4-benzyloxyphenylhydrazine hydrochloride (37.0 g, 0.148 mol), a-methyl-3-oxocyclohexane acetic acid (40.0 g, 0.235 mol), glacial acetic acid (650 mL) and H2O (100 mL) is stirred at room temperature under a nitrogen atmosphere for 2.5 hours. The mixture is then refluxed for 20 minutes, cooled and poured into 200 mL of ice/H2O. The precipitate is filtered to give 80 g of red colored crude product.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05420289uspto-grants-1995_05