Reaktion #605331

ord-e8bf3eed038c457bb2e79c7ba628d05f

Reaktionsgleichung

CC(=O)c1ccc(Br)cc1O
1-(4-Bromo-2-hydroxy-phenyl)ethanone
CC(C)(C)OC(=O)N1CCC(=O)CC1
N—BOC-4-piperidone
COC(=O)/C=C/c1ccc2c(c1)C(=O)CC1(CCNCC1)O2
Intermediate 1
COC(=O)/C=C/c1ccc2c(c1)C(=O)CC1(CCNCC1)O2
(E)-3-{4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-acrylic acid methyl ester
→
CC(C)(C)OC(=O)N1CCC2(CC1)CC(=O)c1ccc(Br)cc1O2
7-bromo-4-oxo-spiro[chromane-2,4′-piperidine]-1′-carboxylic acid tert-butyl ester

Edukte

CC(=O)c1ccc(Br)cc1O
1-(4-Bromo-2-hydroxy-phenyl)ethanone
CC(C)(C)OC(=O)N1CCC(=O)CC1
N—BOC-4-piperidone
COC(=O)/C=C/c1ccc2c(c1)C(=O)CC1(CCNCC1)O2
Intermediate 1
COC(=O)/C=C/c1ccc2c(c1)C(=O)CC1(CCNCC1)O2
(E)-3-{4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-acrylic acid methyl ester

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

1-(4-Bromo-2-hydroxy-phenyl)ethanone (10.1 g, 47.0 mmol) was coupled with N—BOC-4-piperidone according to the procedure for preparation of Intermediate 1, Step A, giving 7-bromo-4-oxo-spiro[chromane-2,4′-piperidine]-1′-carboxylic acid tert-butyl ester (18 g) as an orange solid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09115148B2uspto-grants-2015_08