Réaction #40852

ord-592b442687364ab1abccb3c7162513dc

Équation de réaction

C[O-].[Na+]
NaOMe
CC(C)c1ccc(/C=C/C=O)cc1
(E)-3-(4-isopropylphenyl)acrylaldehyde
CC(C)c1ccc(/C=C/C=O)cc1
Compound 110
CC(C)c1ccc(/C=C/C=O)cc1
(E)-3-(4-isopropylphenyl)acrylaldehyde
CCOC(=O)CN=[N+]=[N-]
ethyl azidoacetate
→
COC(=O)/C(=C/C=C/c1ccc(C(C)C)cc1)N=[N+]=[N-]
title compound
COC(=O)/C(=C/C=C/c1ccc(C(C)C)cc1)N=[N+]=[N-]
Methyl (2Z,4E)-2-Azido-5-(4-isopropylphenyl)penta-2,4-dienoate

Réactifs

—
solution
C[O-].[Na+]
NaOMe
CC(C)c1ccc(/C=C/C=O)cc1
(E)-3-(4-isopropylphenyl)acrylaldehyde
CC(C)c1ccc(/C=C/C=O)cc1
Compound 110
CC(C)c1ccc(/C=C/C=O)cc1
(E)-3-(4-isopropylphenyl)acrylaldehyde
CCOC(=O)CN=[N+]=[N-]
ethyl azidoacetate

Réactifs

Aucun

Solvants

CO
methanol
CO
MeOH

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

Following General Procedure I, a 1.34 M solution of NaOMe in methanol (30 ml), (E)-3-(4-isopropylphenyl)acrylaldehyde (Compound 110, 1.4 g, 8.0 mmol) and ethyl azidoacetate (12 ml, 40.2 mmol) in MeOH (20 ml) were reacted to produce the title compound as a solid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07728014B2uspto-grants-2010_06