Reaktion #42229

ord-fbd596be660e402eb2f25d524b5ff3cf

Reaktionsgleichung

COS(=O)(=O)c1ccc(C)cc1
Intermediate 7
COS(=O)(=O)c1ccc(C)cc1
methyl 4-methylbenzenesulfonate
NCC1Cc2c(Cl)cc3c(c2O1)CCC3
(±)-1-(4-chloro-3,6,7,8-tetrahydro-2H-indeno[4,5-b]furan-2-yl)methanamine
CCN(C(C)C)C(C)C
diisopropylethylamine
COC(=O)Cl
methyl chloroformate
COC(=O)NCC1Cc2c(Cl)cc3c(c2O1)CCC3
(±)-methyl (4-chloro-3,6,7,8-tetrahydro-2H-indeno[4,5-b]furan-2-yl)methylcarbamate
Ausbeute 92.6%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Treatment of (±)-1-(4-chloro-3,6,7,8-tetrahydro-2H-indeno[4,5-b]furan-2-yl)methanamine hydrochloric salt (0.60 g, 2.3 mmol) with diisopropylethylamine (0.89 g, 6.9 mmol) and methyl chloroformate (0.44 g, 4.6 mmol) generally according to the procedure described for Intermediate 7 provided 0.6 g of (±)-methyl (4-chloro-3,6,7,8-tetrahydro-2H-indeno[4,5-b]furan-2-yl)methylcarbamate as white solid. mp 139-141° C.; Anal. calcd. for C14H16ClNO3: C, 59.68; H, 5.72; N, 4.97. Found: C, 58.99; H, 5.72; N, 4.86.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07728155B2uspto-grants-2010_06