Reaktion #1928062

ord-a015f7306fb640b7bdee7c909d6ddb3c

Reaktionsgleichung

CCCCCCN1C(=O)CC(C)(C)c2cc(C(=O)C=Cc3ccc(C(=O)O)cc3)ccc21
Compound 8a
CCCCCCN1C(=O)CC(C)(C)c2cc(C(=O)C=Cc3ccc(C(=O)O)cc3)ccc21
4-[3-(1-Hexyl-4,4-dimethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-3-oxo-propenyl]-benzoic acid
CCCCCCCCN1C(=O)CC(C)(C)c2cc(C(C)=O)ccc21
N-octyl-6-acetyl-4,4-dimethyl-3,4-dihydro-1H-quinolin-2-one
CCCCCCCCN1C(=O)CC(C)(C)c2cc(C(C)=O)ccc21
Intermediate 6c
CCCCCCCCN1C(=O)CC(C)(C)c2cc(C(C)=O)ccc21
N-octyl-6-acetyl-4,4-dimethyl-3,4-dihydro-1H-quinolin-2-one
→
CCCCCCCCN1C(=O)CC(C)(C)c2cc(C(=O)C=Cc3ccc(C(=O)O)cc3)ccc21
title compound
Ausbeute 24.0%
CCCCCCCCN1C(=O)CC(C)(C)c2cc(C(=O)C=Cc3ccc(C(=O)O)cc3)ccc21
4-[3-(1-Octyl-4,4-dimethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-3-oxo-propenyl]-benzoic acid
Ausbeute 24.0%

Edukte

CCCCCCN1C(=O)CC(C)(C)c2cc(C(=O)C=Cc3ccc(C(=O)O)cc3)ccc21
Compound 8a
CCCCCCN1C(=O)CC(C)(C)c2cc(C(=O)C=Cc3ccc(C(=O)O)cc3)ccc21
4-[3-(1-Hexyl-4,4-dimethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-3-oxo-propenyl]-benzoic acid
CCCCCCCCN1C(=O)CC(C)(C)c2cc(C(C)=O)ccc21
N-octyl-6-acetyl-4,4-dimethyl-3,4-dihydro-1H-quinolin-2-one
CCCCCCCCN1C(=O)CC(C)(C)c2cc(C(C)=O)ccc21
Intermediate 6c
CCCCCCCCN1C(=O)CC(C)(C)c2cc(C(C)=O)ccc21
N-octyl-6-acetyl-4,4-dimethyl-3,4-dihydro-1H-quinolin-2-one

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Following a procedure similar to that used for the preparation of Compound 8a but using N-octyl-6-acetyl-4,4-dimethyl-3,4-dihydro-1H-quinolin-2-one (Intermediate 6c) as starting material afforded the title compound as a light yellow solid (24% yield).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06683092B1uspto-grants-2004_01