Reacción #42220

ord-89a55ca56b2f4c6cad993fd79d796618

Ecuación de reacción

COS(=O)(=O)c1ccc(C)cc1
Intermediate 7
COS(=O)(=O)c1ccc(C)cc1
methyl 4-methylbenzenesulfonate
NCC1Cc2cc(Cl)c3ccccc3c2O1
(±)-(5-chloro-2,3-dihydronaphtho[1,2-b]furan-2-yl)methylamine
CCN(C(C)C)C(C)C
diisopropylethylamine
COC(=O)Cl
methyl chloroformate
COC(=O)NCC1Cc2cc(Cl)c3ccccc3c2O1
(±)-methyl (5-chloro-2,3-dihydronaphtho[1,2-b]furan-2-yl)methylcarbamate
Rendimiento 93.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

Treatment of (±)-(5-chloro-2,3-dihydronaphtho[1,2-b]furan-2-yl)methylamine (2.60 g, 9.62 mmol) with diisopropylethylamine (3.73 g, 28.85 mmol) and methyl chloroformate (1.36 g, 9.62 mmol) generally according to the procedure described for Intermediate 7 afforded 2.60 g (93%) of (±)-methyl (5-chloro-2,3-dihydronaphtho[1,2-b]furan-2-yl)methylcarbamate as a white solid. mp 128-130° C.; Anal. calcd. for C15H14ClNO3: C, 61.76; H, 4.84; N, 4.80. Found: C, 61.43; H, 4.87; N, 4.68.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07728155B2uspto-grants-2010_06