Reaktion #605332

ord-a0ec6ec48aa64e04bd264ff160026100

Reaktionsgleichung

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
C=CC(=O)OC
methyl acrylate
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
→
COC(=O)/C=C/c1ccc2c(c1)OC1(CCN(C(=O)OC(C)(C)C)CC1)CC2=O
(E)-3-{1′-tert-butoxycarbonyl-4-oxo-spiro[chromane-2,4′-piperidine]-7-yl}-acrylic acid methyl ester

Edukte

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
C=CC(=O)OC
methyl acrylate
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

7-Bromo-4-oxo-spiro[chromane-2,4′-piperidine]-1′-carboxylic acid tert-butyl ester (9.1 g, 23 mmol) was treated with methyl acrylate according to the procedure for preparation of Intermediate 1, Step B, giving (E)-3-{1′-tert-butoxycarbonyl-4-oxo-spiro[chromane-2,4′-piperidine]-7-yl}-acrylic acid methyl ester (7.07 g) as a yellow solid.

Quelle

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